Name: 3303-55-7|L-Phenylalanyl-L-leucine|98%
Brand: Ambeed
SKU: A644718
Price: 21.0 USD
Availability: InStock
Rating: 95 (28 reviews)

1
[ 3303-55-7 ]
[ 79-04-9 ]
<i>N</i>-(<i>N</i>-chloroacetyl-L-phenylalanyl)-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide

Reference： [1]Holley; Holley [Journal of the American Chemical Society, 1952, vol. 74, p. 3069,3073]

2
[ 61-90-5 ]
[ 81917-69-3 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
87%	With sodium tetrahydroborate In acetone Ambient temperature;

Reference： [1]Butula, I.; Zorc, B.; Ljubic, M.; Karlovic, G. [Synthesis, 1983, # 4, p. 327 - 329]

3
[ 13734-34-4 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	With Leu-Sasrin resin In tetrahydrofuran; dichloromethane efffect of temp. and reagents (as imidazole, N-hydroxybenztriazole);

Reference： [1]Shai, Yechiel; Jacobson, Kenneth A.; Patchornik, Abraham [Journal of the American Chemical Society, 1985, vol. 107, # 14, p. 4249 - 4252]

4
[ 3303-55-7 ]
[ 107323-92-2 ]
N-(3,4,4-trimethyl-1,2-dioxetan-3-ylmethoxycarbonyl)-L-phenylalanyl-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide In dichloromethane; water at 0℃; for 5.5h; Yield given;

Reference： [1]Adam, Waldemar; Fuchs, Rainer; Kirchgaessner, Uwe [Chemische Berichte, 1987, vol. 120, p. 1565 - 1572]

5
[ 3303-55-7 ]
[ 81917-66-0 ]
[ 15373-56-5 ]

Yield	Reaction Conditions	Operation in experiment
81%	With sodium tetrahydroborate In acetone for 1.5h; Ambient temperature;

Reference： [1]Butula, I.; Zorc, B.; Ljubic, M.; Karlovic, G. [Synthesis, 1983, # 4, p. 327 - 329]

6
[ 3303-55-7 ]
[ 88767-05-9 ]
[ 88767-09-3 ]

Yield	Reaction Conditions	Operation in experiment
71%	With 1-methyl-piperazine; potassium carbonate In water; N,N-dimethyl-formamide; acetonitrile for 2h; Ambient temperature;

Reference： [1]Southwick, Philip L.; Chin, George K.; Koshute, Mark A.; Miller, James R.; Niemela, Kimberly E.; et al. [Journal of Organic Chemistry, 1984, vol. 49, p. 1130 - 1134]

7
[ 3303-55-7 ]
[ 117087-92-0 ]
[ 117088-01-4 ]

Yield	Reaction Conditions	Operation in experiment
40%	With sodium carbonate In tetrahydrofuran; water for 24h; Ambient temperature; pH 9-9.2;

Reference： [1]Elmore, Donald T.; Guthrie, David J. S.; Kay, Gillian; Williams, Carrell H. [Journal of the Chemical Society. Perkin transactions I, 1988, p. 1051 - 1056]

8
[ 3303-55-7 ]
[ 83599-32-0 ]
[ 76939-18-9 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In N,N-dimethyl-formamide at 4℃; for 48h; Yield given;

Reference： [1]Kubota; Nagase; Amano; Takagi; Yajima [Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 9, p. 2580 - 2586]

9
[ 63649-15-0 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen In water; acetic acid; <i>tert</i>-butyl alcohol Yield given;

Reference： [1]Oya, Masanao; Takahashi, Tomoko [Bulletin of the Chemical Society of Japan, 1981, vol. 54, # 9, p. 2705 - 2707]

10
[ 38678-59-0 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	With water at 30℃; Peptidamidase aus dem Flavedo von Orangen; Yield given;

Reference： [1]Steinke, Doerte; Kula, Maria-Regina [Angewandte Chemie, 1990, vol. 102, # 10, p. 1204 - 1206]

11
[ 92466-04-1 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen; acetic acid; isopropyl alcohol Yield given. Multistep reaction;

Reference： [1]Matsoukas, J.; Tsegenidis, Th.; Cordopatis, P.; Theodoropoulos, D. [Tetrahedron, 1984, vol. 40, # 10, p. 1869 - 1872]

12
[ 3303-55-7 ]
[ 115-11-7 ]
[ 28635-78-1 ]

Yield	Reaction Conditions	Operation in experiment
84.4%	With sulfuric acid In 1,4-dioxane at 25℃; for 5.25h;

Reference： [1]Lovett; Portoghese [Journal of Medicinal Chemistry, 1987, vol. 30, # 7, p. 1144 - 1149]

13
[ 28819-05-8 ]
[ 3303-55-7 ]
[ 79113-78-3 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 2216 - 2226

14
[ 3303-55-7 ]
[ 34695-67-5 ]
[ 80645-37-0 ]

Yield	Reaction Conditions	Operation in experiment
32%	With triethylamine In water; acetonitrile at 40℃; for 168h;

Reference： [1]Wartchow, Charles A.; Wang, Peng; Bednarski, Mark D.; Callstrom, Matthew R. [Journal of Organic Chemistry, 1995, vol. 60, # 7, p. 2216 - 2226]

15
[ 67-56-1 ]
[ 3303-55-7 ]
[ 38155-45-2 ]

Yield	Reaction Conditions	Operation in experiment
100%	With thionyl chloride for 4h; Heating;
94%	With hydrogenchloride at 20℃; for 12h;

Reference： [1]O'Donnell, M.J.; Burkholder, T.P.; Khau, V.V.; Roeske, R.W.; Tian, Z. [Polish Journal of Chemistry, 1994, vol. 68, # 11, p. 2477 - 2488]
[2]Tullberg, Marcus; Grøtli, Morten; Luthman, Kristina [Tetrahedron, 2006, vol. 62, # 31, p. 7484 - 7491]

16
[ 3303-55-7 ]
C₃₀H₃₁N₃O₄⁽²⁺⁾*2Br^(1-) [ No CAS ]
C₄₅H₅₁N₅O₆⁽²⁺⁾*2Br^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With 4-methyl-morpholine; triethylamine; isobutyl chloroformate In tetrahydrofuran; N,N-dimethyl-formamide -5 deg C, 30 min; rt, 24 h;

Reference： [1]Garcia, Maurie E.; Gavin, Julia A.; Deng, Nanlin; Andrievsky, Andrei A.; Mallouk, Thomas E. [Tetrahedron Letters, 1996, vol. 37, # 46, p. 8313 - 8316]

17
[ 67-56-1 ]
[ 3303-55-7 ]
[ 38155-19-0 ]

Yield	Reaction Conditions	Operation in experiment
82%	With sulfuryl dichloride

Reference： [1]Coutrot, Philippe; Grison, Claude; Lecouvey, Marc [Bulletin de la Societe Chimique de France, 1997, vol. 134, # 1, p. 27 - 46]

18
[ 96-48-0 ]
[ 3303-55-7 ]
(S)-2-[(S)-2-(4-Hydroxy-butyrylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With trimethylaluminum In 1,2-dichloro-ethane at 80℃;

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Lynch, Christopher L. [Tetrahedron Letters, 1998, vol. 39, # 12, p. 1517 - 1520]

19
[ 3303-55-7 ]
[ 51987-73-6 ]
6,9-dibenzyl-12-isobutyl-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%	With trimethylaluminum In 1,2-dichloro-ethane at 80℃;

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Lynch, Christopher L. [Tetrahedron Letters, 1998, vol. 39, # 12, p. 1517 - 1520]

20
[ 3303-55-7 ]
[ 24211-53-8 ]
[ 264921-75-7 ]

Yield	Reaction Conditions	Operation in experiment
	With trimethylaluminum In hexane; 1,2-dichloro-ethane for 24h; Heating;

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

21
[ 3303-55-7 ]
[ 102774-95-8 ]
[ 264921-71-3 ]

Yield	Reaction Conditions	Operation in experiment
73%	With trimethylaluminum In hexane; 1,2-dichloro-ethane for 24h; Heating;

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

22
[ 3303-55-7 ]
[ 147093-46-7 ]
[ 264921-78-0 ]

Yield	Reaction Conditions	Operation in experiment
70%	With trimethylaluminum In hexane; 1,2-dichloro-ethane for 24h; Heating;

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

23
[ 3303-55-7 ]
[ 264921-39-3 ]
[ 264921-40-6 ]

Yield	Reaction Conditions	Operation in experiment
60%	With trimethylaluminum In hexane; 1,2-dichloro-ethane for 24h; Heating;

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

24
[ 3303-55-7 ]
(1S,4S,5R)-4-Azidomethyl-3-oxa-bicyclo[3.1.0]hexan-2-one [ No CAS ]
[1S,2S,2(1'R)]-2-(2'-azido-1'-hydroxy)ethyl-cyclopropyl-1-carboxy-L-phenylalanyl-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With trimethylaluminum In hexane; 1,2-dichloro-ethane for 24h; Heating;

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

25
[ 13734-34-4 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	With 1H-imidazole; polymer-bound 4-hydroxy-3-nitrobenzophenone,DCC; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide 1.) CH₂Cl₂, THF, 1 H, 25 deg C, -10 -0 deg C,10 h; 2.) 0 deg C, CH₂Cl₂, 24 h; Yield given. Multistep reaction;

Reference： [1]Shai, Yechiel; Jacobson, Kenneth A.; Patchornik, Abraham [Journal of the American Chemical Society, 1985, vol. 107, # 14, p. 4249 - 4252]

Yield	Reaction Conditions	Operation in experiment
84%	With trifluoroacetic acid In dichloromethane at 0℃; for 0.0833333h;

Yield	Reaction Conditions	Operation in experiment
	With water; palladium Hydrogenation;

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate; platinum Hydrogenation_.Erwaermen des Reaktionsprodukts mit wss. Aethanol;

Yield	Reaction Conditions	Operation in experiment
	With methanol; palladium; acetic acid Hydrogenation;

30
[ 615-28-1 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	With lithium hydroxide; ethanol

Reference： [1]Holley; Holley [Journal of the American Chemical Society, 1952, vol. 74, p. 3069,3073]

31
[ 3303-55-7 ]
(3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide at 160 - 170℃;
	Multi-step reaction with 2 steps 1: 94 percent / HCl / 12 h / 20 °C 2: 68 percent / water; triethylamine / 0.17 h / 140 °C / microwave irradiation

Reference： [1]Lopez, Leopoldo Cruz; Morgan, E. David [Journal of Chemical Ecology, 1997, vol. 23, # 3, p. 705 - 712]
[2]Tullberg, Marcus; Grøtli, Morten; Luthman, Kristina [Tetrahedron, 2006, vol. 62, # 31, p. 7484 - 7491]

32
[ 3303-55-7 ]
(S)-2-((S)-2-Amino-3-phenyl-thiopropionylamino)-4-methyl-pentanoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With thiophosphorylated amine resin In toluene at 90℃; for 30h;

Reference： [1]Ley, Steven V.; Leach, Andrew G.; Storer, R.Ian [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 4, p. 358 - 361]

33
[ 1521-38-6 ]
[ 3303-55-7 ]
[ 408349-80-4 ]

Yield	Reaction Conditions	Operation in experiment
2.78 g	With sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃;

Reference： [1]Albrecht; Spiess; Schneider [Synthesis, 2002, # 1, p. 126 - 132]

34
[ 3303-55-7 ]
[ 408349-80-4 ]
[ 408349-87-1 ]

Yield	Reaction Conditions	Operation in experiment
2.24 g	With sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃;

Reference： [1]Albrecht; Spiess; Schneider [Synthesis, 2002, # 1, p. 126 - 132]

35
[ 3303-55-7 ]
[ 148579-95-7 ]
[ 403852-37-9 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In tetrahydrofuran; acetonitrile at 20℃; for 16h;

Reference： [1]Rawale, Sharad; Hrihorczuk, Lew M.; Wei, Wei-Zen; Zemlicka, Jiri [Journal of Medicinal Chemistry, 2002, vol. 45, # 4, p. 937 - 943]

36
[ 3303-55-7 ]
[ 404002-11-5 ]
[ 403852-43-7 ]

Yield	Reaction Conditions	Operation in experiment
63%	With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h;

Reference： [1]Rawale, Sharad; Hrihorczuk, Lew M.; Wei, Wei-Zen; Zemlicka, Jiri [Journal of Medicinal Chemistry, 2002, vol. 45, # 4, p. 937 - 943]

37
[ 908094-01-9 ]
[ 3303-55-7 ]
[ 38155-19-0 ]

Yield	Reaction Conditions	Operation in experiment
100%	In tetrahydrofuran; diethyl ether at 20℃; for 15h;

Reference： [1]Martyn, Derek C.; Vernall, Andrea J.; Clark, Bruce M.; Abell, Andrew D. [Organic and Biomolecular Chemistry, 2003, vol. 1, # 12, p. 2103 - 2110]

38
[ 4313-73-9 ]
[ 3303-55-7 ]

Reference： [1]Advanced Synthesis and Catalysis,2003,vol. 345,p. 830 - 834

39
[ 75-77-4 ]
[ 3303-55-7 ]
[ 67559-10-8 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In dichloromethane Heating;

Reference： [1]Sureshbabu, Vommina V.; Patil, Basanagoud S.; Venkataramanarao, Rao [Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7697 - 7705]

40
[ 3303-55-7 ]
[ 913640-42-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: Et₃N / CH₂Cl₂ / Heating 2.1: CH₂Cl₂ 2.2: 84 percent / aq. HCl

Reference： [1]Sureshbabu, Vommina V.; Patil, Basanagoud S.; Venkataramanarao, Rao [Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7697 - 7705]

41
[ 3303-55-7 ]
Tyr-Gly-Gly-ψ(NH-CO-NH)-Phe-Leu-OH [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: Et₃N / CH₂Cl₂ / Heating 2.1: CH₂Cl₂ 2.2: 84 percent / aq. HCl 3.1: TFA / CH₂Cl₂ / 0.5 h 3.2: 78 percent / diethylamine / CH₂Cl₂ / 0.75 h

Reference： [1]Sureshbabu, Vommina V.; Patil, Basanagoud S.; Venkataramanarao, Rao [Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7697 - 7705]

42
[ 3303-55-7 ]
[ 635313-73-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 100 percent / diethyl ether; tetrahydrofuran / 15 h / 20 °C 2: 52 percent / BOP; i-Pr₂NEt / CH₂Cl₂ / 16 h / 20 °C

Reference： [1]Martyn, Derek C.; Vernall, Andrea J.; Clark, Bruce M.; Abell, Andrew D. [Organic and Biomolecular Chemistry, 2003, vol. 1, # 12, p. 2103 - 2110]

43
[ 3303-55-7 ]
N-(5-hydroxymethyl-1H-pyrrole-2-carbonyl)-L-phenylalanyl-L-leucine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 100 percent / diethyl ether; tetrahydrofuran / 15 h / 20 °C 2: 52 percent / BOP; i-Pr₂NEt / CH₂Cl₂ / 16 h / 20 °C 3: 68 percent / LiBH₄ / tetrahydrofuran / 2 h / -78 - 20 °C

Reference： [1]Martyn, Derek C.; Vernall, Andrea J.; Clark, Bruce M.; Abell, Andrew D. [Organic and Biomolecular Chemistry, 2003, vol. 1, # 12, p. 2103 - 2110]

44
[ 3303-55-7 ]
[ 408349-87-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 2.78 g / EDC; HOBt; aq. NaOH / dimethylformamide / 0 - 20 °C 2: 2.24 g / EDC; HOBt; aq. NaOH / dimethylformamide / 0 - 20 °C

Reference： [1]Albrecht; Spiess; Schneider [Synthesis, 2002, # 1, p. 126 - 132]

45
[ 3303-55-7 ]
[ 408349-90-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 2.78 g / EDC; HOBt; aq. NaOH / dimethylformamide / 0 - 20 °C 2: 2.24 g / EDC; HOBt; aq. NaOH / dimethylformamide / 0 - 20 °C 3: 1.11 g / EDC; HOBt / dimethylformamide / 0 - 20 °C

Reference： [1]Albrecht; Spiess; Schneider [Synthesis, 2002, # 1, p. 126 - 132]

46
[ 3303-55-7 ]
N-[(S)-1-((S)-1-{(S)-1-[(S)-1-(2,3-Dihydroxy-benzylcarbamoyl)-3-methyl-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-2,3-dihydroxy-benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 2.78 g / EDC; HOBt; aq. NaOH / dimethylformamide / 0 - 20 °C 2: 2.24 g / EDC; HOBt; aq. NaOH / dimethylformamide / 0 - 20 °C 3: 1.11 g / EDC; HOBt / dimethylformamide / 0 - 20 °C 4: 97 percent / BBr₃ / CHCl₃; CH₂Cl₂

Reference： [1]Albrecht; Spiess; Schneider [Synthesis, 2002, # 1, p. 126 - 132]

47
[ 3303-55-7 ]
[ 264921-86-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: diethyl ether

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

48
[ 3303-55-7 ]
[ 264921-72-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 73 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

49
[ 3303-55-7 ]
[ 264921-87-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: diethyl ether 3: H₂ / Pd/C / methanol / 760.05 Torr

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

50
[ 3303-55-7 ]
[ 264921-73-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 73 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

51
[ 3303-55-7 ]
[ 264921-80-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 70 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 93 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

52
[ 3303-55-7 ]
[ 264921-79-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 70 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 93 percent / diethyl ether

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

53
[ 3303-55-7 ]
[ 264921-42-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 60 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

54
[ 3303-55-7 ]
[ 264921-70-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 61 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 94 percent / diethyl ether 3: 92 percent / H₂ / Pd/C / methanol / 760.05 Torr

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

55
[ 3303-55-7 ]
[ 264921-41-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 60 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

56
[ 3303-55-7 ]
[1S,2S,2(1'R)]-2-(2'-azido-1'-hydroxy)ethyl-cyclopropyl-1-carboxy-L-phenylalanyl-L-leucyl methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 61 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 94 percent / diethyl ether

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

57
[ 3303-55-7 ]
N-[5-(L-tyrosine)amino-(4S)-hydroxy]pentan-1-oyl-L-phenylalanine-L-leucine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 73 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C 5: 89 percent / TFA / CH₂Cl₂ / 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

58
[ 3303-55-7 ]
N-[5-(L-tyrosine)amino-(4R)-hydroxy]pentan-1-oyl-L-phenylalanine-L-leucine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: diethyl ether 3: H₂ / Pd/C / methanol / 760.05 Torr 4: 73 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C 5: 90 percent / TFA / CH₂Cl₂ / 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

59
[ 3303-55-7 ]
N-[5-(L-tyrosine)amino-(4R)-hydroxy-(3R)-methyl]pentan-1-oyl-L-phenylalanine-L-leucine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 70 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 93 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: 72 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C 5: 92 percent / TFA / CH₂Cl₂ / 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

60
[ 3303-55-7 ]
N-[(1S-(1α,2α,1'α))-2-[2'-(L-tyrosine)amino]ethan-1'-ol-cyclopropan-1-oyl]-L-phenylalanine-L-leucine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 60 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: 73 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C 5: 92 percent / TFA / CH₂Cl₂ / 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

61
[ 3303-55-7 ]
N-[(1R-(1α,2α,1'α))-2-[2'-(L-tyrosine)amino]ethan-1'-ol-cyclopropan-1-oyl]-L-phenylalanine-L-leucine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 61 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 94 percent / diethyl ether 3: 92 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: 70 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C 5: 90 percent / TFA / CH₂Cl₂ / 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

62
[ 3303-55-7 ]
[ 264921-88-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: diethyl ether 3: H₂ / Pd/C / methanol / 760.05 Torr 4: 73 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

63
[ 3303-55-7 ]
[ 264921-85-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 73 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

64
[ 3303-55-7 ]
[ 264921-81-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 70 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 93 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: 72 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

65
[ 3303-55-7 ]
[ 264921-43-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 60 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 95 percent / diethyl ether 3: 90 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: 73 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

66
[ 3303-55-7 ]
[ 264921-83-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 61 percent / Me₃Al / hexane; 1,2-dichloro-ethane / 24 h / Heating 2: 94 percent / diethyl ether 3: 92 percent / H₂ / Pd/C / methanol / 760.05 Torr 4: 70 percent / EDCI; HOBt / dimethylformamide / 14 h / 0 - 20 °C

Reference： [1]Martin, Stephen F.; Dwyer, Michael P.; Hartmann, Benoit; Knight, Kyle S. [Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1305 - 1318]

67
[ 3303-55-7 ]
C₄₃H₅₉N₅O₁₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 82 percent / SO₂Cl₂ 2: BOP, triethylamine / acetonitrile / 4 h / Ambient temperature 3: 80 percent / H₂ / Pd/C / ethyl acetate / 12 h

Reference： [1]Coutrot, Philippe; Grison, Claude; Lecouvey, Marc [Bulletin de la Societe Chimique de France, 1997, vol. 134, # 1, p. 27 - 46]

68
[ 3303-55-7 ]
[ 107941-84-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 84.4 percent / conc. H₂SO₄ / dioxane / 5.25 h / 25 °C 2: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, -15 to -20 deg C, 1 h, 2.) THF, DMF, 25 deg C, 1 h

Reference： [1]Lovett; Portoghese [Journal of Medicinal Chemistry, 1987, vol. 30, # 7, p. 1144 - 1149]

69
[ 3303-55-7 ]
[ 107960-00-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 84.4 percent / conc. H₂SO₄ / dioxane / 5.25 h / 25 °C 2: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, -15 to -20 deg C, 1 h, 2.) THF, DMF, 25 deg C, 1 h

Reference： [1]Lovett; Portoghese [Journal of Medicinal Chemistry, 1987, vol. 30, # 7, p. 1144 - 1149]

70
[ 3303-55-7 ]
[ 107941-88-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 84.4 percent / conc. H₂SO₄ / dioxane / 5.25 h / 25 °C 2: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, -15 to -20 deg C, 1 h, 2.) THF, DMF, 25 deg C, 1 h 3: 86.1 percent / anisole / CH₂Cl₂ / 3.25 h / 25 °C

Reference： [1]Lovett; Portoghese [Journal of Medicinal Chemistry, 1987, vol. 30, # 7, p. 1144 - 1149]

71
[ 3303-55-7 ]
[ 107959-99-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 84.4 percent / conc. H₂SO₄ / dioxane / 5.25 h / 25 °C 2: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, -15 to -20 deg C, 1 h, 2.) THF, DMF, 25 deg C, 1 h 3: 88.3 percent / anisole / CH₂Cl₂ / 3.25 h / 25 °C

Reference： [1]Lovett; Portoghese [Journal of Medicinal Chemistry, 1987, vol. 30, # 7, p. 1144 - 1149]

72
[ 3303-55-7 ]
[ 15373-56-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dimethylsulfoxide; dimethylformamide / 24 h 2: TFA, anisole
	Multi-step reaction with 2 steps 1: 71 percent / K₂CO₃, N-Methylpiperazine / H₂O; acetonitrile; dimethylformamide / 2 h / Ambient temperature 2: 56 percent / NH₃, pyridine / methanol / 2 h / Ambient temperature

Reference： [1]Kubota; Nagase; Amano; Takagi; Yajima [Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 9, p. 2580 - 2586]
[2]Southwick, Philip L.; Chin, George K.; Koshute, Mark A.; Miller, James R.; Niemela, Kimberly E.; et al. [Journal of Organic Chemistry, 1984, vol. 49, p. 1130 - 1134]

73
[ 3303-55-7 ]
[ 76939-25-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: dimethylsulfoxide; dimethylformamide / 24 h 2: TFA, anisole 3: Et₃N / dimethylformamide / 48 h / 4 °C 4: 38 percent / methanesulfonic acid, thioanisole, o-cresol / 1 h / 0 °C

Reference： [1]Kubota; Nagase; Amano; Takagi; Yajima [Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 9, p. 2580 - 2586]

74
[ 3303-55-7 ]
[ 76939-27-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: Et₃N / dimethylformamide / 48 h / 4 °C 2: 38 percent / methanesulfoniy acid, TFA, thioanisole, o-cresol / 1 h / 0 °C

Reference： [1]Kubota; Nagase; Amano; Takagi; Yajima [Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 9, p. 2580 - 2586]

75
[ 3303-55-7 ]
[ 76939-41-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: dimethylsulfoxide; dimethylformamide / 24 h 2: TFA, anisole 3: Et₃N / dimethylformamide / 48 h / 4 °C

Reference： [1]Kubota; Nagase; Amano; Takagi; Yajima [Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 9, p. 2580 - 2586]

76
[ 47672-25-3 ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine 2: AcOH-H₂O, 2-propanol, H₂ / Pd/C

Reference： [1]Matsoukas, J.; Tsegenidis, Th.; Cordopatis, P.; Theodoropoulos, D. [Tetrahedron, 1984, vol. 40, # 10, p. 1869 - 1872]

77
[ 3303-55-7 ]
(S)-2-{(S)-2-[(Carbamoyl-naphthalen-2-yl-methyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: AcOH / methanol / 48 h 2: HCl / 4 h / 0 °C

Reference： [1]Greenlee, W. J. [Tetrahedron Letters, 1982, vol. 23, # 39, p. 3995 - 3998]

78
[ 824-72-6 ]
phenylmethyl ester, hydrochloride salt [ No CAS ]
[ 3303-55-7 ]
N-[N-[phenylmethoxy(phenyl)phosphinyl]-L-phenylalanyl]-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; benzyl alcohol In dichloromethane; ethyl acetate	8.a (a) (a) N-[N-[Phenylmethoxy(phenyl)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester A mixture of phenylphosphonic dichloride (1.15 ml., 8 mmole) and dry dichloromethane (15 ml.) under argon at 25° is treated dropwise with benzyl alcohol (0.83 ml., 1 eq.) and triethylamine (1.1 ml., 1 eq.) in dichloromethane (5 ml.) over a 20 minute period. A slight exotherm is observed. The reaction mixture is then refluxed for 15 minutes, cooled to 0° (ice bath), and L-phenylalanyl-L-leucine, phenylmethyl ester, hydrochloride salt (1 eq.) is added. The heterogeneous mixture is treated dropwise with triethylamine (2.4 ml., 2.1 eq.) in dichloromethane (8 ml.) over a 5 minute period. The ice bath is removed and the reaction mixture is stirred for an additional 1.5 hours. The solids are removed by filtration and the dichloromethane is stripped from the filtrate. The residue is taken up in ethyl acetate and washed with water, saturated sodium bicarbonate, 5% potassium bisulfate, saturated sodium bicarbonate, brine, dried (MgSO4), and evaporated to a residue. The residue is purified chromatographically to give N-[N-[phenylmethoxy(phenyl)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4432972, 1984, A

79
phenylmethyl ester, hydrochloride salt [ No CAS ]
[ 3303-55-7 ]
[ 18933-98-7 ]
N-[N-[ethoxy(phenylmethyl)phosphinyl]-L-phenylalanyl]-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With Hg; phosphorus pentachloride; triethylamine In dichloromethane; ethyl acetate; benzene	7.b (b) (b) N-[N-[Ethoxy(phenylmethyl)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester A mixture of phenylmethylphosphonic acid, diethyl ester (0.92 g., 4.04 mmole) and phosphorus pentachloride (0.85 g., 4.08 mmole) in dry benzene (7 ml.) is refluxed under argon for one hour. The cooled solution is evaporated to dryness at room temperature (0.5 mm. of Hg), taken up in dry benzene (about 5 ml.) and again evaporated to dryness. The colorless residue is then taken up in dry dichloromethane (10 ml.) and treated with L-phenylalanyl-L-leucine, phenylmethyl ester, hydrochloride salt. The resulting suspension is cooled to 0° (ice bath) under argon and treated dropwise with a solution of triethylamine in dry dichloromethane over a period of 15 minutes. After the addition is complete, the ice bath is removed and the mixture is allowed to stir at room temperature for 30 minutes. The mixture is diluted with ethyl acetate, filtered and evaporated to dryness. The residue is taken up in ethyl acetate and washed successively with 5% potassium bisulfate, saturated sodium bicarbonate, saturated sodium chloride, dried (Na2 SO4) and evaporated. The residue is purified by flash chromatography on silica gel to give N-[N-[ethoxy(phenylmethyl)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4432972, 1984, A

80
[ 3303-55-7 ]
[ 86552-41-2 ]
N-[N-[Hydroxy(2-phenylethyl)phosphinyl]-L-phenylalanyl]-L-leucne, dilithium salt [ No CAS ]
N-[N-[(2-phenylethyl)(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		4.e (e) (e) N-[N-[(2-Phenylethyl)(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester (2-Phenylethyl)phosphinic acid, phenylmethyl ester is reacted with L-phenylalanyl-L-leucine, phenylmethyl ester, hydrochloride salt according to the procedure of Example 1(c) to yield N-[N-[(2-phenylethyl)(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4432972, 1984, A

81
[ 86552-42-3 ]
[ 3303-55-7 ]
N-[N-[hexyl(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		5.b (b) (b) N-[N-[Hexyl(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester Hexylphosphinic acid, phenylmethyl ester is reacted with L-phenylalanyl-L-leucine, phenylmethyl ester, hydrochloride salt according to the procedure of Example 1(c) to yield N-[N-[hexyl(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4432972, 1984, A

82
[ 86552-45-6 ]
[ 3303-55-7 ]
N-[N-[octyl(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		6.b (b) (b) N-[N-[Octyl(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester Octylphosphinic acid, phenylmethyl ester is reacted with L-phenylalanyl-L-leucine, phenylmethyl ester, hydrochloride salt according to the procedure of Example 1(c) to yield N-[N-[octyl(phenylmethoxy)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4432972, 1984, A

83
[ 86552-56-9 ]
[ 3303-55-7 ]
N-[N-[hydroxy(3-phenylpropyl)phosphinyl]-L-phenylalanyl]-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		9.d (d) (d) N-[N-[Hydroxy(3-phenylpropyl)phosphinyl]-L-phenylalanyl]-L-leucine, di(phenylmethyl)ester (3-Phenylpropyl)phosphinic acid, phenylmethyl ester is reacted with L-phenylalanyl-L-leucine, phenylmethyl ester, hydrochloride salt according to the procedure of Example 1(c) to give N-[N-[hydroxy(3-phenylpropyl)phosphinyl]-L-phenylalanyl]-L-leucine, di(phenylmethyl)ester.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4432972, 1984, A

84
hydrochloride of t-butyl ester [ No CAS ]
1-(1(S)-t-butoxycarbonyl-3-methylbutyl)-3-azido-4-phenylazetidin-2-one [ No CAS ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
		17 EXAMPLE 17 EXAMPLE 17 According to the same procedure as in Example 13 except that 1-(1(S) -t-butoxycarbonyl-3-methylbutyl)-3-azido-4-phenylazetidin-2-one (358 mg., 1.0 mmol) was used as a starting material, hydrochloride of t-butyl ester of D/L-phenylalanyl-L-leucine was obtained in a quantitative yield. IR (KBr): 3210, 1740, 1680, 1560, 1150 cm-1.

Reference： [1]Current Patent Assignee: SAGAMI CHEMICAL RESEARCH INSTITUTE - US4352752, 1982, A

85
1-(1(S)-Benzyloxycarbonyl-3-methylbutyl)-3-azido-4-phenylazetidin-2-one [ No CAS ]
[ 3303-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol	19 EXAMPLE 19 EXAMPLE 19 1-(1(S)-Benzyloxycarbonyl-3-methylbutyl)-3-azido-4-phenylazetidin-2-one (200 mg., 0.51 mmol) was hydrogenated in 10 ml. of ethanol at 50° C. for 19 hours under ambient pressure using a 10% Pd-C (270 mg.) as a catalyst to give D/L-phenylalanyl-L-leucine quantitatively. IR (KBr): 3210, 1670, 1580 cm-1.

Reference： [1]Current Patent Assignee: SAGAMI CHEMICAL RESEARCH INSTITUTE - US4352752, 1982, A

86
ethyl acetate n-hexane [ No CAS ]
[ 6163-66-2 ]
[ 3303-55-7 ]
[ 93204-46-7 ]
(S)-N-[N-[3-(benzoylamino)-2-oxobutyl]-L-phenylalanyl]-L-leucine [ No CAS ]
(S)-N-[N-[3-(benzoylamino)-2-oxobutyl]-L-phenylalanyl]-L-leucine,1,1-dimethylethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium iodide; sodium hydrogencarbonate In <i>N</i>-methyl-acetamide	5.e (e) (e) (S)-N-[N-[3-(benzoylamino)-2-oxobutyl]-L-phenylalanyl]-L-leucine,1,1-dimethylethyl ester To a stirred solution of L-phenylalanyl-L-leucine, 1,1-dimethylethyl ester (3.48 g., 10 mmole) in 20 ml. of dimethylformamide (under argon) is added (S)-3-(benzoylamino)-1-chloro-2-butanone (2.26 g., 10 mmole), sodium iodide (375 mg., 2.5 mmole), and sodium bicarbonate (840 mg., 10 mmole). The reaction mixture is stirred for 10 minutes and then an additional 20 ml. of dimethylformamide is added. After 2.5 hours the reaction has completed. The dimethylformamide is evaporated in vacuo and the residue is taken up into ether (35 ml.), washed with half-saturated sodium bicarbonate (250 ml.) and brine (225 ml.), dried (mixture of MgS04 and Na2 SO4), and evaporated to give 6.02 g. of a yellow oil which darkens to orange over 2 hours. This material is applied to a column of 300 g. of silica gel (230-400 mesh) and eluted with ethyl acetate-hexane (3:2). Fractions 21-27 (approximately 50 ml. each) are pooled giving 2.26 g. of crude product. This material is applied to a second column of silica gel (LPS-1, 130 g.) and eluted with 3 l. of hexane-ethyl acetate (2:1) then 2 l. of hexane-ethyl acetate (1:1). Fractions 61-100 (approximately 30 ml. each) are pooled and evaporated yielding 1.39 g. of product. One recrystallization from ethyl acetate gives 900 mg. of (S)-N-[N-[3-(benzoylamino)-2-oxobutyl]-L-phenylalanyl]-L-leucine, 1,1-dimethylethyl ester as a white, powdery solid; m.p. 46°-50°.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4514391, 1985, A

87
(S)-(3-chloro-1-methyl-2-oxopropyl)carbamic acid,1,1-dimethylethyl ester [ No CAS ]
[ 3303-55-7 ]
N-[N-[(S)-3-[[(t-Butyloxy)carbonyl]amino]-2-oxobutyl]-L-phenylalanyl]-L-leucine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium iodide; sodium hydrogencarbonate In <i>N</i>-methyl-acetamide; ethyl acetate	1.C (C) To a stirred solution of L-phenylalanyl-L-leucine, t-butyl ester (6 mmol) in 10 ml of dimethylformamide (under argon) was added a solution of [(S)-3-chloro-1-methyl-2-oxopropyl]- carbamic acid, 1,1-dimethylethyl ester (1.33 g, 6 mmol) in 20 ml of dimethylformamide, followed by sodium iodide (450 mg, 3 mmol) and sodium bicarbonate (504 mg,. 6 mmol). The reaction mixture was allowed to stir for 15 hours, and the solvent was then evaporated (<25° C., vacuum pump). The yellow residue was taken up into ethyl acetate (250 ml) and washed with water (4*25 ml) and brine (25 ml), then dried (sodium sulfate) and evaporated to a yellow residue (3.44 g). This was applied to a column of silica gel (Merck, 230-400 mesh, 250 g) and eluted with hexane-ethyl acetate (1.25:1). Fractions 25-40 (~30 ml each, homogeneous on TLC) were pooled and concentrated yielding 2.29 g of a colorless oil. Rapid recrystallization from ethyl acetate-hexane afforded 1.61 g of the title compound as a powdery white solid.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4539312, 1985, A

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	3303-55-7	MDL No. :	MFCD00038297
Formula :	C₁₅H₂₂N₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RFCVXVPWSPOMFJ-STQMWFEESA-N
M.W :	278.35	Pubchem ID :	76808
Synonyms :	H-Phe-Leu-OH

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 3303-55-7 ] {[proInfo.proName]}

Quality Control of [ 3303-55-7 ]

Related Doc. of [ 3303-55-7 ]

Product Details of [ 3303-55-7 ]

Safety of [ 3303-55-7 ]

Application In Synthesis of [ 3303-55-7 ]

[ 3303-55-7 ] Synthesis Path-Downstream 1~87

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry