[ CAS No. 13515-97-4 ] {[proInfo.proName]}

Name: 13515-97-4|H-DL-Ala-OMe.HCl|98%
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SKU: A235480
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Quality Control of [ 13515-97-4 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 13515-97-4 ]

Product Details of [ 13515-97-4 ]

CAS No. :	13515-97-4	MDL No. :	MFCD00035523
Formula :	C₄H₁₀ClNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IYUKFAFDFHZKPI-UHFFFAOYSA-N
M.W :	139.58	Pubchem ID :	2756298
Synonyms :

Calculated chemistry of [ 13515-97-4 ]

Physicochemical Properties

Num. heavy atoms :	8
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.75
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	32.3
TPSA :	52.32 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.86 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	0.41
Log Po/w (WLOGP) :	0.31
Log Po/w (MLOGP) :	0.01
Log Po/w (SILICOS-IT) :	-0.58
Consensus Log Po/w :	0.03

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-0.83
Solubility :	20.6 mg/ml ; 0.147 mol/l
Class :	Very soluble
Log S (Ali) :	-1.08
Solubility :	11.7 mg/ml ; 0.0841 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	0.04
Solubility :	153.0 mg/ml ; 1.1 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.3

Safety of [ 13515-97-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 13515-97-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 13515-97-4 ]
Downstream synthetic route of [ 13515-97-4 ]

[ 13515-97-4 ] Synthesis Path-Upstream 1~11

1
[ 13515-97-4 ]
[ 6168-72-5 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1979, p. 1230 - 1236

2
[ 13515-97-4 ]
[ 17639-93-9 ]

Reference： [1] Journal of the American Chemical Society, 1924, vol. 46, p. 412

3
[ 13515-97-4 ]
[ 2491-20-5 ]
[ 14316-06-4 ]

Reference： [1] Patent: WO2010/148191, 2010, A2, . Location in patent: Page/Page column 45-49; 60

4
[ 67-56-1 ]
[ 302-72-7 ]
[ 13515-97-4 ]

Reference： [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 43, p. 10808 - 10811[2] Angewandte Chemie, 2012, vol. 124, # 43, p. 10966 - 10969
[3] Organic Letters, 2013, vol. 15, # 19, p. 5056 - 5059
[4] Molecules, 2008, vol. 13, # 5, p. 1111 - 1119
[5] Journal of the American Chemical Society, 1924, vol. 46, p. 412
[6] Journal fuer Praktische Chemie (Leipzig), 1891, vol. <2> 44, p. 564
[7] Chemical and Pharmaceutical Bulletin, 1989, vol. 37, # 11, p. 3119 - 3121
[8] Farmaco (Societa chimica italiana : 1989), 2001, vol. 56, # 12, p. 929 - 931
[9] Journal of Organic Chemistry, 2008, vol. 73, # 7, p. 2784 - 2791
[10] Tetrahedron Letters, 2008, vol. 49, # 24, p. 3943 - 3945
[11] Synthetic Communications, 2010, vol. 40, # 8, p. 1161 - 1179
[12] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 2, p. 406 - 409
[13] Journal of Polymer Science, Part A: Polymer Chemistry, 2010, vol. 48, # 23, p. 5364 - 5374
[14] Chinese Journal of Chemistry, 2011, vol. 29, # 5, p. 1011 - 1016
[15] Tetrahedron Letters, 2013, vol. 54, # 39, p. 5370 - 5373
[16] Journal of the American Chemical Society, 2016, vol. 138, # 1, p. 265 - 271
[17] Russian Chemical Bulletin, 2017, vol. 66, # 1, p. 136 - 142[18] Izv. Akad. Nauk, Ser. Khim., 2017, # 1, p. 136 - 142,6

5
[ 302-72-7 ]
[ 13515-97-4 ]

Reference： [1] Patent: US2010/261871, 2010, A1,

6
[ 56-41-7 ]
[ 13515-97-4 ]

Reference： [1] Patent: US5455258, 1995, A,
[2] Patent: US5506242, 1996, A,
[3] Patent: US5552419, 1996, A,

7
[ 112392-66-2 ]
[ 13515-97-4 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 9, p. 2456 - 2458

8
[ 67-56-1 ]
[ 13734-31-1 ]
[ 13515-97-4 ]

Reference： [1] Chemistry - A European Journal, 2013, vol. 19, # 32, p. 10619 - 10624

9
[ 67-56-1 ]
[ 859196-30-8 ]
[ 13515-97-4 ]

Reference： [1] Chemische Berichte, 1921, vol. 54, p. 1436

10
[ 13515-97-4 ]
[ 2491-20-5 ]
[ 14316-06-4 ]

Reference： [1] Patent: WO2010/148191, 2010, A2, . Location in patent: Page/Page column 45-49; 60

11
[ 13515-97-4 ]
[ 6003-05-0 ]
[ 16428-74-3 ]

Reference： [1] Tetrahedron Asymmetry, 1997, vol. 8, # 22, p. 3719 - 3733

[ 13515-97-4 ] Synthesis Path-Downstream 1~86

1
[ 67-56-1 ]
[ 302-72-7 ]
[ 13515-97-4 ]

Yield	Reaction Conditions	Operation in experiment
	With thionyl chloride; at 0 - 50℃; for 14.5h;	General procedure: Drop-wise SOCl2 (1.6 mL, 22 mmol) wasadded to a cooled (0 C) suspension of L-phenylalanine (3.3 g, 20 mmol) in dryMeOH (30 mL) about 30 min. The clear solution was stirred in an ice-bath for30 min. Then the mixture was still stirred for 12 h at room temperature andsubsequently heated to 50 C and reacted for 2 h, and the solvent wasevaporated under reduced pressure. The residue was dried in vacuum to give 1as a white solid.25 This material was pure enough to be used in the next stepwithout further purification. To a cooled suspension of 1 (2.157 g, 10 mmol)and triethylamine (1.5 mL, 11 mmol) in dry toluene (20 mL) at 0 C was addeddrop-wise a solution of triphosgene (1.48 g, 5 mmol) in 10 mL of dry tolueneover 30 min. The reaction mixture was stirred at 0 C for 15 min and thenrefluxed for 3 h. Upon cooling to room temperature, vacuum filtered, thesolvent was evaporated under reduced pressure to give the product 2 ascolorless oil. This material was also used in the next step without furtherpurification, assuming a quantitative yield. To a solution of 2-aminopyridine(0.94 g, 10 mmol) in dry CH2Cl2 (10 mL) at room temperature was added dropwisea solution of 2 in 10 mL of dry CH2Cl2. The mixture was stirred for 12 h atroom temperature and the solvent was evaporated under reduced pressure togive brown oil, which was subsequently diluted with 1% acetic acid solution(20 mL) and extracted with ethyl acetate (3 15 mL). The organic fractionswere washed with saturated aqueous NaHCO3 and brine, dried over Na2SO4,filtered and concentrated under reduced pressure. The crude product waswashed thoroughly with hexane, dried in vacuum and recrystallized fromethanol which afforded a white crystalline product of 3a.
	With bis(trichloromethyl) carbonate; triethylamine; In chloroform; at -10 - 55℃;	In a stirrer, thermometer, constant pressure drip funnel, in a 500ml three-necked bottle with a condenser tube and an exhaust gas absorption device, 15g (0.17mol) of alanine, 17.04g (0.17mol) of triethylamine, 50 ml of chloroform was stirred at -10 C to 0 C; 16.66 g (0.056 mol) of triphosgene was dissolved in 50 ml of chloroform and transferred to a constant pressure dropping funnel. Slowly drip into the three-necked bottle at a speed of 1ml/min, and then increase the temperature to 55 C after the dropwise addition; After the system was clarified, 55 ml of methanol was added and stirring was continued for 1 h; The reaction solution was cooled to room temperature and transferred to a constant pressure dropping funnel. Add 59.65 g (0.51 mol) of dimethyl oxalate and 17.89 g (0.18 mol) of triethylamine to the original three-necked bottle, the above reaction solution was slowly added dropwise at a rate of 1 ml / min at 50 C; After the dropwise addition, the temperature was maintained for 0.5h, and the temperature was raised to 60 C. Continue stirring for 2 hours to end the reaction; remove excess solvent from the reaction solution by distillation, adjust the pH to 7 with 0.5% sodium hydroxide solution; 80 ml of ethyl acetate were extracted three times, and the organic phases were combined. Dry over anhydrous sodium sulfate; remove the solvent by distillation under reduced pressure and recover dimethyl oxalate, that is, 30.51 g of N-methoxyoxalyl alanine methyl ester is obtained, the gas phase content was 97.0%, and the yield was 93.0%.

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 10808 - 10811
    Angewandte Chemie,2012,vol. 124,p. 10966 - 10969
[2]Organic Letters,2013,vol. 15,p. 5056 - 5059
[3]Molecules,2008,vol. 13,p. 1111 - 1119
[4]Journal of the American Chemical Society,1924,vol. 46,p. 412
[5]Journal fur praktische Chemie (Leipzig 1954),1891,vol. <2> 44,p. 564
[6]Chemical and Pharmaceutical Bulletin,1989,vol. 37,p. 3119 - 3121
[7]Il Farmaco,2001,vol. 56,p. 929 - 931
[8]Journal of Organic Chemistry,2008,vol. 73,p. 2784 - 2791
[9]Tetrahedron Letters,2008,vol. 49,p. 3943 - 3945
[10]Synthetic Communications,2010,vol. 40,p. 1161 - 1179
[11]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 406 - 409
[12]Journal of Polymer Science, Part A: Polymer Chemistry,2010,vol. 48,p. 5364 - 5374
[13]Chinese Journal of Chemistry,2011,vol. 29,p. 1011 - 1016
[14]Tetrahedron Letters,2013,vol. 54,p. 5370 - 5373
[15]Journal of the American Chemical Society,2016,vol. 138,p. 265 - 271
[16]Russian Chemical Bulletin,2017,vol. 66,p. 136 - 142
    Izv. Akad. Nauk, Ser. Khim.,2017,p. 136 - 142,6
[17]Angewandte Chemie - International Edition,2019,vol. 58,p. 1208 - 1212
    Angew. Chem.,2019,vol. 131,p. 1221 - 1225,5
[18]Patent: CN110483319,2019,A .Location in patent: Paragraph 0036-0037; 0042-0047

2
[ 39608-31-6 ]
[ 13515-97-4 ]
[ 66378-15-2 ]

Reference： [1]Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry,1977,vol. 31,p. 641 - 661

3
[ 39608-31-6 ]
[ 13515-97-4 ]
[ 66378-14-1 ]

Reference： [1]Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry,1977,vol. 31,p. 641 - 661

4
[ 13515-97-4 ]
[ 75-36-5 ]
[ 26629-33-4 ]

Reference： [1]Journal of general chemistry of the USSR,1962,vol. 32,p. 2315 - 2320
Zhurnal Obshchei Khimii,1962,vol. 32,p. 2348 - 2353

5
[ 13515-97-4 ]
[ 74-89-5 ]
[ 32012-12-7 ]

Yield	Reaction Conditions	Operation in experiment
33%	In water for 6h; Heating;
	In water
0.13 g	In ethanol at 20℃;

Reference： [1]Conley, Judith D.; Kohn, Harold [Journal of Medicinal Chemistry, 1987, vol. 30, # 3, p. 567 - 574]
[2]Klieger; Schroder [Archiv der Pharmazie, 1973, vol. 306, # 11, p. 834 - 845]
[3]Morack, Tobias; Mück-Lichtenfeld, Christian; Gilmour, Ryan [Angewandte Chemie - International Edition, 2019, vol. 58, # 4, p. 1208 - 1212][Angew. Chem., 2019, vol. 131, # 4, p. 1221 - 1225,5]

6
[ 31555-60-9 ]
[ 13515-97-4 ]
[ 83851-74-5 ]

Yield	Reaction Conditions	Operation in experiment
82%	With triethylamine; In dichloromethane; at 20℃; for 16h;	5.18 g (25.30 mmol) 5-bromothiophene-2-carboxylic acid are stirred in 20 ml of thionyl chloride for 1 h at 60 C. and then the mixture is concentrated by evaporation i.vac.3.52 g (25.26 mmol) DL-OMe-Ala-HCL are placed in 100 ml dichloromethane with 20 ml (142.25 mmol) TEA, then at 0 C. the acid chloride is added dropwise to 20 ml dichloromethane. At room temperature the mixture is stirred for 16 h and concentrated by evaporation i.vac. Then sodium hydrogen carbonate solution is added and the mixture is extracted 3× with ethyl acetate. The organic phase is washed 1× with 1 molar hydrochloric acid and 1× with sat. Sodium hydrogen carbonate solution and dried with sodium sulphate. Then it is concentrated by evaporation i.vac. And purified by chromatography through silica gel (eluant: ethyl acetate/petroleum ether 1:3=>1:2).Yield: 6.0 g (82%)Rf value: 0.17 (silica gel; ethyl acetate/petroleum ether=30:70)C9H10BrNO3S (292.15)Mass spectrum: (M+H)+=290/292 (bromine isotopes)

Reference： [1]Journal of the Indian Chemical Society,1982,vol. 59,p. 783 - 786
[2]Patent: US2010/216769,2010,A1 .Location in patent: Page/Page column 38

7
[ 39978-57-9 ]
[ 13515-97-4 ]
(5-nitro-2-thenoyl)-DL-Ala-OMe [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With triethylamine In dichloromethane r.t., 30 min then reflux;

Reference： [1]El-Naggar; Aboul-Enein; Makhlouf [Journal of the Indian Chemical Society, 1982, vol. 59, # 6, p. 783 - 786]

8
[ 13515-97-4 ]
[ 141871-02-5 ]
2-[2-(tert-Butoxycarbonyl-methyl-amino)-benzoylamino]-propionic acid methyl ester [ No CAS ]

Reference： [1]Synthetic Communications,1993,vol. 23,p. 2265 - 2272

9
[ 13515-97-4 ]
[ 80222-96-4 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia In methanol Ambient temperature;
	With ammonia In methanol for 72h; Ambient temperature;

Reference： [1]Kato, Yasuo; Asano, Yasuhisa; Nakazawa, Akiko; Kondo, Kiyosi [Tetrahedron, 1989, vol. 45, # 18, p. 5743 - 5754]
[2]Hartke, Klaus; Barrmeyer, Stephan [Journal fur Praktische Chemie - Chemiker-Zeitung, 1996, vol. 338, # 3, p. 251 - 256]

10
[ 13515-97-4 ]
[ 24601-74-9 ]
L-Val-D,L-Ala-OCH₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In tetrahydrofuran; chloroform 1.) 3 h, - 70 degC, 2.) 30 min, room temp.;

Reference： [1]Schoellkopf; Groth; Westphalen; Deng [Synthesis, 1981, vol. No. 12, # 12, p. 969 - 973]

11
[ 13515-97-4 ]
[ 6003-05-0 ]
[ 16428-74-3 ]

Reference： [1]Tetrahedron Asymmetry,1997,vol. 8,p. 3719 - 3733

12
[ 13515-97-4 ]
[ 16776-90-2 ]
Methyl N-<4-(1',3'-dioxolan-2'-yl)butylidine>alaninate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia; water; magnesium sulfate In dichloromethane for 3.5h; Ambient temperature; Yield given;

Reference： [1]Grigg, Ronald; Hargreves, Simon; Redpath, James; Turchi, Stefania; Yoganathan, Gnanamoly [Synthesis, 1999, # 3, p. 441 - 446]

13
[ 6968-11-2 ]
[ 13515-97-4 ]
[ 339175-15-4 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 503 - 510

14
[ 3598-60-5 ]
[ 13515-97-4 ]
methyl (+/-)-2-[4-(N-phthalimido)butylideneamino]-propionate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	With sodium sulfate; triethylamine In dichloromethane at 20℃; for 16h;

Reference： [1]Blaney, Paul; Grigg, Ronald; Rankovic, Zoran; Thornton-Pett, Mark; Xu, Juan [Tetrahedron, 2002, vol. 58, # 9, p. 1719 - 1737]

15
[ 2436-29-5 ]
[ 13515-97-4 ]
methyl (+/-)-2-[3-(N-phthalimido)propylideneamino]-propionate [ No CAS ]

Reference： [1]Tetrahedron,2002,vol. 58,p. 1719 - 1737

16
[ 13515-97-4 ]
[ 100-52-7 ]
[ 120328-90-7 ]

Yield	Reaction Conditions	Operation in experiment
61%		General procedure: To the suspension of amino acid esterhydrochloride (1.2 equiv., 12 mmol) and MgSO4 (1.25 equiv., 12.5 mmol) in DCM (15 mL)was added Et3N (1.2 equiv., 12 mmol). The mixture was stirred at ambient temperature for1h. Then the corresponding aldehyde (1 equiv., 10 mmol) was added and the mixture wasallowed to stir at ambient temperature overnight. The precipitate was removed by filtration and the filtrate was washed with water (15 mL). The aqueous phase was extracted two timeswith DCM (10 mL) and the combined organic layer was washed once with brine (15 mL),dried over MgSO4 and concentrated. Solids were purified by crystallisation from ethyl acetate/ n-pentane. Oils were used for 1,3-dipolar cycloadditions without further purification.

Reference： [1]Russian Journal of Organic Chemistry,2008,vol. 44,p. 378 - 387
[2]Tetrahedron,2007,vol. 63,p. 6587 - 6602
[3]Journal of the American Chemical Society,2008,vol. 130,p. 17250 - 17251
[4]Journal of Organic Chemistry,2010,vol. 75,p. 233 - 236
[5]Organic Letters,2006,vol. 8,p. 1795 - 1798
[6]Bioorganic and Medicinal Chemistry,2015,vol. 23,p. 2895 - 2903
[7]Heterocyclic Communications,2004,vol. 10,p. 167 - 173
[8]Journal of the American Chemical Society,2008,vol. 130,p. 10084 - 10085
[9]Journal of Organic Chemistry,2011,vol. 76,p. 1945 - 1948

17
[ 13515-97-4 ]
[ 66-99-9 ]
[ 943319-07-1 ]

Yield	Reaction Conditions	Operation in experiment
55%		General procedure: To the suspension of amino acid esterhydrochloride (1.2 equiv., 12 mmol) and MgSO4 (1.25 equiv., 12.5 mmol) in DCM (15 mL)was added Et3N (1.2 equiv., 12 mmol). The mixture was stirred at ambient temperature for1h. Then the corresponding aldehyde (1 equiv., 10 mmol) was added and the mixture wasallowed to stir at ambient temperature overnight. The precipitate was removed by filtration and the filtrate was washed with water (15 mL). The aqueous phase was extracted two timeswith DCM (10 mL) and the combined organic layer was washed once with brine (15 mL),dried over MgSO4 and concentrated. Solids were purified by crystallisation from ethyl acetate/ n-pentane. Oils were used for 1,3-dipolar cycloadditions without further purification.

Reference： [1]Tetrahedron,2007,vol. 63,p. 6587 - 6602
[2]Bioorganic and Medicinal Chemistry,2015,vol. 23,p. 2895 - 2903
[3]Tetrahedron,2005,vol. 61,p. 8677 - 8685

18
[ 930-88-1 ]
[ 463-49-0 ]
[ 26260-02-6 ]
[ 13515-97-4 ]
(8R,8aS,11aR,11bS)-8,10-Dimethyl-5-methylene-9,11-dioxo-5,8,8a,9,10,11,11a,11b-octahydro-6H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2005,vol. 44,p. 7570 - 7574

19
[ 13515-97-4 ]
[ 529-20-4 ]
methyl (E)-N-(o-methylbenzylidene)alaninate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%		General procedure: To the suspension of amino acid esterhydrochloride (1.2 equiv., 12 mmol) and MgSO4 (1.25 equiv., 12.5 mmol) in DCM (15 mL)was added Et3N (1.2 equiv., 12 mmol). The mixture was stirred at ambient temperature for1h. Then the corresponding aldehyde (1 equiv., 10 mmol) was added and the mixture wasallowed to stir at ambient temperature overnight. The precipitate was removed by filtration and the filtrate was washed with water (15 mL). The aqueous phase was extracted two timeswith DCM (10 mL) and the combined organic layer was washed once with brine (15 mL),dried over MgSO4 and concentrated. Solids were purified by crystallisation from ethyl acetate/ n-pentane. Oils were used for 1,3-dipolar cycloadditions without further purification.

Reference： [1]Bioorganic and Medicinal Chemistry,2015,vol. 23,p. 2895 - 2903
[2]Tetrahedron,2007,vol. 63,p. 6587 - 6602

20
[ 13515-97-4 ]
[ 123-11-5 ]
[ 943319-08-2 ]

Yield	Reaction Conditions	Operation in experiment
66%		General procedure: To the suspension of amino acid esterhydrochloride (1.2 equiv., 12 mmol) and MgSO4 (1.25 equiv., 12.5 mmol) in DCM (15 mL)was added Et3N (1.2 equiv., 12 mmol). The mixture was stirred at ambient temperature for1h. Then the corresponding aldehyde (1 equiv., 10 mmol) was added and the mixture wasallowed to stir at ambient temperature overnight. The precipitate was removed by filtration and the filtrate was washed with water (15 mL). The aqueous phase was extracted two timeswith DCM (10 mL) and the combined organic layer was washed once with brine (15 mL),dried over MgSO4 and concentrated. Solids were purified by crystallisation from ethyl acetate/ n-pentane. Oils were used for 1,3-dipolar cycloadditions without further purification.

Reference： [1]Journal of the American Chemical Society,2008,vol. 130,p. 17250 - 17251
[2]Tetrahedron,2007,vol. 63,p. 6587 - 6602
[3]Bioorganic and Medicinal Chemistry,2015,vol. 23,p. 2895 - 2903
[4]Journal of the American Chemical Society,2008,vol. 130,p. 10084 - 10085

21
[ 13515-97-4 ]
[ 1694-92-4 ]
methyl 2-(2-nitrophenylsulfonamido)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With triethylamine; In dichloromethane; at 0 - 20℃;	DL-Alanine methyl ester hydrochloride (13. 96 G ; 0. 1 mol) is dissolved in 800 ml of DICHLOROMETHANE and placed at 0C. Triethylamine (2. 3 eq. ; 230 mmol ; 32 ML) is added dropwise, along with portionwise addition of 2-nitrobenzene- sulfonyl chloride (1 eq. ; 100 mmol ; 22. 16 g), and the reaction medium is allowed to return to room temperature overnight. The reaction medium is washed with water and then dried over sodium sulfate, filtered through silica and evaporated to dry- ness to give 25. 3 g of solid corresponding to the title compound. Yield : 88 %.

Reference： [1]Patent: WO2005/3128,2005,A1 .Location in patent: Page 30

22
[ 877078-60-9 ]
[ 13515-97-4 ]
[ 877078-63-2 ]

Yield	Reaction Conditions	Operation in experiment
88%	With 4-methyl-morpholine; HATU; In DMF (N,N-dimethyl-formamide); at 20℃;	Step F (1): (S)-methyl 2-((S)-2-isobutylpent-4-enamido)propanoate. To a solution of the compound of step E (3) (200 mg, 1.28 mmol) and alanine methyl ester hydrochloride (215.0 mg, 1.54 mmol) in DMF (14.3 mL) was added HATU (732 mg, 1.54 mmol) and N-Methyl morpholine (589 muL, 5.36 mmol). The reaction was stirred at rt until LC showed conversion to product. DMF was removed in vacuo, the residue suspended in water, and the product extracted 3 times to ethyl acetate. The combined organic extracts were dried over MgSO4, filtered, and concentrated in vacuo. The crude product was suspended in a minimal amount of methylene chloride and filtered through glass wool. The solution was loaded onto a silica gel column, and pure product was obtained following elution with a ethyl acetate/hexane gradient (271.6 mg, 88%). 1H NMR (500 MHz, CDCl3) delta ppm 0.83-0.94 (m, 6H) 1.18-1.30 (m, 1H) 1.38 (d, J=7.3 Hz, 3H) 1.51-1.64 (m, 2H) 2.10-2.27 (m, 2H) 2.27-2.38 (m, 1H) 3.74 (s, 3H) 4.54-4.66 (m, 1H) 4.96-5.10 (m, 2H) 5.68-5.83 (m, 1H) 5.97 (d, J=6.41 Hz, 1H). HPLC retention time: 1.41 min (method A). MS (ESI) (M+H)+ 242.

Reference： [1]Patent: US2006/46984,2006,A1 .Location in patent: Page/Page column 21

23
[ 877078-65-4 ]
[ 13515-97-4 ]
[ 877078-69-8 ]

Yield	Reaction Conditions	Operation in experiment
80%	With 4-methyl-morpholine; HATU; In DMF (N,N-dimethyl-formamide); at 20℃;	Step H (1): (S)-methyl 2-((S)-2-allylhexanamido) propanoate. To a solution of the compound of step G (3) (1.00 g, 6.41 mmol) and alanine methyl ester hydrochloride (1.07 g, 7.69 mmol) in DMF (71.5 mL) was added HATU (3.66 g, 7.70 mmol) and N-Methyl morpholine (2.95 mL, 22.4 mmol). The reaction was stirred at rt until LC showed conversion to product (<45 min). DMF was removed in vacuo, the residue suspended in water, and the product extracted 3 times to ethyl acetate. The combined organic extracts were dried over MgSO4, filtered, and concentrated in vacuo. The crude product was suspended in a minimal amount of methylene chloride and filtered through glass wool. The solution was loaded onto a silica gel column, and pure product was obtained following elution with a 0-30% ethyl acetate/hexane gradient (1.23 g, 80%). 1H NMR (500 MHz, CDCl3) delta ppm 0.87 (t, J=7.02 Hz, 3H) 1.19-1.34 (m, 4H) 1.39 (d, J=7.32 Hz, 3H) 1.41-1.50 (m, 1H) 1.57-1.66 (m, 1H) 2.06-2.23 (m, 2H) 2.29-2.40 (m, 1H) 3.74 (s, 3H) 4.55-4.66 (m, 1H) 4.95-5.09 (m, 2H) 5.68-5.82 (m, 1H) 5.97 (d, J=6.71 Hz, 1H). HPLC retention time: 1.35 min (method C). MS (ESI) (M+H)+ 242.

Reference： [1]Patent: US2006/46984,2006,A1 .Location in patent: Page/Page column 23

24
[ 4692-99-3 ]
[ 13515-97-4 ]
3,4-dihydro-3,7-dimethyl-1H-1,4-benzodiazepine-2,5-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
10.32 parts (50.5%)	With pyridine; In ethanol;	a) A mixture of 17.7 parts of 6-methyl-4H-3,1-benzoxazine-2,4(1H)-dione, 15.0 parts of methyl 2-aminopropanoate monohydrochloride and 62.7 parts of pyridine was refluxed for 6 hours under argon. The reaction mixture was cooled at -10 C. for 1 hour. The precipitate was filtered off, rinsed with water, triturated in ethanol and rinsed with ethanol and 1,1'-oxybisethane, yielding 10.32 parts (50.5%) of 3,4-dihydro-3,7-dimethyl-1H-1,4-benzodiazepine-2,5-dione (interm. 43).

Reference： [1]Patent: US5270464,1993,A

25
[ 4090-55-5 ]
[ 13515-97-4 ]
C₉H₁₈NO₅P [ No CAS ]

Reference： [1]Heteroatom Chemistry,2008,vol. 19,p. 256 - 260

26
[ 32315-10-9 ]
[ 13515-97-4 ]
[ 30293-81-3 ]

Yield	Reaction Conditions	Operation in experiment
68%	With sodium hydrogencarbonate; In dichloromethane; water; at 0℃; for 0.5h;	Synthesis 49; (R)-2-(8-Carbamoyl-4-oxo-imidazo[5,1-d][1,2,3l5]tetrazin-3-yl)-propionic acid methyl ester (LL-007); Triphosgene (701 mg, 2.36 mmol) was added to a mixture of L-alanine methyl ester.HCI in CH2CI2:saturated NaHCO3 (25 mL). The reaction mixture was stirred at 00C for 30 minutes before removing the organic phase and extracting further with CH2CI2 (2 x 1 reaction volume). The combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo to give a thin oil which was further distilled under reduced pressure (bp 13O0C at 15 mm Hg) to give 642 mg of a clear liquid (68% yield)

Reference： [1]Patent: WO2009/77741,2009,A2 .Location in patent: Page/Page column 100

27
[ 201230-82-2 ]
[ 40400-13-3 ]
[ 13515-97-4 ]
[ 96017-05-9 ]

Yield	Reaction Conditions	Operation in experiment
82%	With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 50℃; under 750.075 Torr; for 24h;	General procedure: In a typical experiment Pd(OAc)2 (5.6 mg, 0.025 mmol), PPh3 (13.1 mg, 0.05 mmol), 2-iodobenzyl bromide (297 mg,1 mmol), 6 mmol of tert-butylamine (0.63 mL, 6 mmol or 2.2 mmol of amino acid methylester hydrochloride) and 0.5 mL triethylamine were dissolved in DMF (10 mL) under argon in a 100 mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon at the top. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 50 C and analysed by GC-MS. The mixture was then concentrated and evaporated to dryness. The residue was dissolved in chloroform (20 mL) and washed with water (20 mL). The organic phase was thoroughly washed twice with 5% HCl (20 mL), saturated NaHCO3 (20 mL), brine (20 mL), dried over Na2SO4 and concentrated to powder-like crystalline material in case of 2a-c or to a waxy residue in case of 2d,e. All compounds were subjected to column chromatography under the conditions indicated in Section 4.5.

Reference： [1]Tetrahedron,2011,vol. 67,p. 1036 - 1040

28
[ 119-80-2 ]
[ 13515-97-4 ]
2,2'-dithiodibenzoyl bis-alanine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%		To a solution of dithiosalicylic acid (1.53 g; 5 mmol) in 10 mL THF and 6 mL DMF was added dropwise a suspension of carbonyl diimidazole (1.70 g; 10 mmol) in 10 mL THF. The reaction mixture was stirred at room temperature for 20 min and refluxed for 20 min. After the reaction was cooled to room temperature, (dl) alanine methyl ester hydrochloride (1.40 g; 10 mmol) and triethylamine (1.5 mL; 12 mmol) were added. The resulting reaction mixture was stirred at room temperature for 2 days. The solvent was removed and the residue was taken up in ethyl acetate (50 mL) and water (20 mL). The layers were separated and the organic layer was washed with 5% HCl (3 × 30 mL), saturated NaHCO3 (3 × 30 mL) and brine (30 mL). The organic layer was dried over anhydrous sodium sulfate. The drying agent was filtered off and the solvent evaporated, leaving an intermediate (1.8 g; 76% yield) which was used directly in the next step. To a chilled solution of this intermediate (1.8 g; 3.78 mmol) in 25 mL methylene chloride was added bromine (0.60 g; 3.78 mmol). The reaction mixture was stirred for 30 min and then treated with triethylamine (0.77 g; 7.5 mmol). The reaction mixture was allowed to warm to room temperature and then refluxed for 30 min. The solution was cooled to room temperature and washed with brine (2 × 15 mL). The organic layer was dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated under vacuum, leaving compound 1 as a yellow oil (1.8 g; 100% yield).

Reference： [1]Bioorganic and Medicinal Chemistry,2011,vol. 19,p. 5782 - 5787

29
[ 1189-71-5 ]
[ 13515-97-4 ]
[ 75-65-0 ]
[ 1370228-74-2 ]

Yield	Reaction Conditions	Operation in experiment
69%		General procedure: To a solution of N-chlorosulfonyl isocyanate (11.32 g; 80 mmol) in dry methylene chloride (120 mL) cooled in an ice bath was added dropwise a solution of t-butyl alcohol (5.93 g; 80 mmol) in dry methylene chloride (120 mL). The resulting mixture was added dropwise to a mixture of glycine methyl ester hydrochloride (10.05 g; 80 mmol) and triethylamine (16.16 g; 160 mmol) in dry methylene chloride (120 mL) kept at 0 C. The ice bath was removed and the reaction mixture was allowed to stir at room temperature overnight. The resulting solution was washed sequentially with 5% aqueous HCl (3 × 100 mL) and brine (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, filtered, and the solvent was removed on the rotary evaporator, leaving compound 1a as a white solid (14.56 g; 68% yield), mp 98-100 C.

Reference： [1]Bioorganic and Medicinal Chemistry,2012,vol. 20,p. 2111 - 2118

30
[ 930-88-1 ]
[ 924-44-7 ]
[ 13515-97-4 ]
3-ethyl 1-methyl (1S*,3R*,3aS*,6aR*)-1,5-dimethyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1,3-dicarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With silver(I) acetate; triethylamine; In toluene; at 25℃; for 24h;Darkness;Catalytic behavior;	General procedure: Ethyl glyoxylate (100 muL, 0.5 mmol, 50% in toluene) or 2,2-dimethoxyacetaldehyde (75 muL, 0.5 mmol, 50% in water), or phenylglyoxal monohydrate (58 muL, 0.5 mmol); diethyl aminomalonate hydrochloride or the amino acid ethyl ester hydrochloride (0.5 mmol), the corresponding dipolarophile (0.5 mmol), AgOAc (4.1 mg, 0.025 mmol) and triethylamine (90 muL, 0.55 mmol) were dissolved in toluene (4 mL). The reaction vessel was covered with an aluminium foil in order to prevent the light exposure. Once the reaction was judged complete after a TLC test the solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate, washed with brine and dried over MgSO4. After evaporation the residue was purified by flash chromatography (silica gel) to afford the corresponding product. The reaction involving ethyl glyoxylate and 2,2-dimethoxyacetaldehyde were scaled up 10 times to afford endo-cis-3a and endo-cis-5a in 80% and 75%, respectively.

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 662 - 675
[2]Tetrahedron,2015,vol. 71,p. 8804 - 8816

31
[ 924-44-7 ]
[ 13515-97-4 ]
[ 624-49-7 ]
5-ethyl 2,3,4-trimethyl (2S*,3S*,4S*,5R*)-2-methylpyrrolidine-2,3,4,5-tetracarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With silver(I) acetate; triethylamine; In toluene; at 25℃; for 24h;Darkness;Catalytic behavior;	General procedure: Ethyl glyoxylate (100 muL, 0.5 mmol, 50% in toluene) or 2,2-dimethoxyacetaldehyde (75 muL, 0.5 mmol, 50% in water), or phenylglyoxal monohydrate (58 muL, 0.5 mmol); diethyl aminomalonate hydrochloride or the amino acid ethyl ester hydrochloride (0.5 mmol), the corresponding dipolarophile (0.5 mmol), AgOAc (4.1 mg, 0.025 mmol) and triethylamine (90 muL, 0.55 mmol) were dissolved in toluene (4 mL). The reaction vessel was covered with an aluminium foil in order to prevent the light exposure. Once the reaction was judged complete after a TLC test the solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate, washed with brine and dried over MgSO4. After evaporation the residue was purified by flash chromatography (silica gel) to afford the corresponding product. The reaction involving ethyl glyoxylate and 2,2-dimethoxyacetaldehyde were scaled up 10 times to afford endo-cis-3a and endo-cis-5a in 80% and 75%, respectively.

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 662 - 675
[2]Tetrahedron,2015,vol. 71,p. 8804 - 8816

32
[ 924-44-7 ]
[ 963-16-6 ]
[ 13515-97-4 ]
5-ethyl 2-methyl (2R*,3R*,4R*,5S*)-2-methyl-3,4-bis(phenylsulfonyl)pyrrolidine-2,5-dicarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With silver(I) acetate; triethylamine; In toluene; at 25℃; for 24h;Darkness;Catalytic behavior;	General procedure: Ethyl glyoxylate (100 muL, 0.5 mmol, 50% in toluene) or 2,2-dimethoxyacetaldehyde (75 muL, 0.5 mmol, 50% in water), or phenylglyoxal monohydrate (58 muL, 0.5 mmol); diethyl aminomalonate hydrochloride or the amino acid ethyl ester hydrochloride (0.5 mmol), the corresponding dipolarophile (0.5 mmol), AgOAc (4.1 mg, 0.025 mmol) and triethylamine (90 muL, 0.55 mmol) were dissolved in toluene (4 mL). The reaction vessel was covered with an aluminium foil in order to prevent the light exposure. Once the reaction was judged complete after a TLC test the solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate, washed with brine and dried over MgSO4. After evaporation the residue was purified by flash chromatography (silica gel) to afford the corresponding product. The reaction involving ethyl glyoxylate and 2,2-dimethoxyacetaldehyde were scaled up 10 times to afford endo-cis-3a and endo-cis-5a in 80% and 75%, respectively.

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 662 - 675
[2]Tetrahedron,2015,vol. 71,p. 8804 - 8816

33
[ 13515-97-4 ]
[ 590-86-3 ]
[ 1435462-60-4 ]

Yield	Reaction Conditions	Operation in experiment
72%		A suspension of DL-alanine methyl ester hydrochloride (41 .8 g, 300 mmol) in dry dichloromethane (650 mL) was treated with potassium acetate (30.0 g, 306 mmol) and the reaction mixture stirred for ten minutes at rt. Reaction flask was then cooled to 10C and treated with 3-methylbutanal (25.8 g, 300 mmol). This was followed by the addition of sodium triacetoxyborohydride (82.5 g, 390 mmol) in portions over a period of ten minutes. Reaction mixture was stirred at room temperature for 16 h. Then saturated aqueous sodium bicarbonate solution was added to the reaction and the resulting mixture was stirred for another 30 minutes. The reaction mixture was then further basified with aqueous sodium carbonate to pH=~10. Dichloromethane layer was separated and the aqueous layer extracted with dichloromethane (3 x 100 mL). Organic layers were combined, washed with brine, dried over anhydrous sodium sulfate, and evaporated to give titled product as a colorless oil (yield: 72%). 1HNMR (300MHz, CDCI3): delta 0.92-0.98 (m, 6H), 1.28-1.41 (m, 5H), 2.48-2.68 (m, 3H), 3.30-3.40 (m, 1 H), 3.74 (s, 3H).

Reference： [1]Patent: WO2013/71217,2013,A1 .Location in patent: Page/Page column 30; 32

34
[ 201230-82-2 ]
[ 13515-97-4 ]
[ 149512-01-6 ]
[ 1417509-44-4 ]

Yield	Reaction Conditions	Operation in experiment
92%	With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 50℃; under 750.075 Torr; for 24h;Inert atmosphere; Reflux;	General procedure: In a typical experiment Pd(OAc)2, triphenylphosphine, 1-iodo-3,4-dihydronaphthalene, amine nucleophile and triethylamine were dissolved in DMF (for the quantity of the reagents See Section4.3) under argon in a 100 mL three-necked flask equipped witha gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 50 C and analyzed by GC-MS (internal standard: naphthalene). The mixture was then concentrated and evaporated to dryness and worked-up as described in Section 4.3. 4.6.6 ;1-(N-(1-(Methoxycarbonyl)-ethyl)carboxamido)-3,4-dihydronaphthalene (4e) ;Yield: 238 mg (92 %); yellow solid, mp 89-90 C; [found: C, 69.41; H, 6.69; N, 5.19; C15H17NO3 requires C, 69.48; H, 6.61; N, 5.40 %]; Rf (5 % EtOAc/CHCl3) 0.63; deltaH (400 MHz, CDCl3) 7.45 (1H, d, 6.8 Hz, Ar-H); 7.18 (3H, m, Ar-H); 6.55 (1H, t, 4.7 Hz, =CH); 6.5 (1H, br s, NH); 4.72 (1H, quint, 7.3 Hz, CHCH3); 3.75 (3H, s, OCH3); 2.75 (2H, t, 7.7 Hz, CH2); 2.3 (2H, m, =CHCH2); 2.05 (3H, d, 7.3 Hz, CHCH3). ;deltaC (100.6 MHz, CDCl3) 173.5; 168.2; 136.1; 135.8; 131.9; 131.1; 127.8; 127.8, 126.7; 125.1; 52.4; 48.1; 27.5; 23.0; 18.3. IR (KBr nu (cm-1)) 3292 (NH); 1743 (COO); 1647 (CON). MS (m/z/rel.int.): 259 (28, M+), 128 (55), 157 (100), 200 (14).

Reference： [1]Tetrahedron,2013,vol. 69,p. 500 - 504

35
[ 2018-66-8 ]
[ 13515-97-4 ]
Z-Leu-Ala-OMe [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With dmap; triphenylphosphine; iodosodilactone; In chloroform; at 60℃; for 6h;	A mixture of iodinane 6 (365 mg,1.2 mmol) and DMAP(147 mg, 1.2 mmol) in CHCl3 (10 mL) in a 25 mLrounded bottom flask. Then, N-carbobenzyloxy-L-leucine (265 mg, 1.0 mmol), alanine methyl ester hydrochloride(126 mg, 1.0 mmol) and PPh3 (262 mg, 1.0 mmol) was added in sequence. The reaction mixturewas stirred under 60 oC in air and monitored by TLC. After 24 h, thereaction was quenched withsaturated sodium bicarbonate solution (10 mL), thenextracted with CH2Cl2 (30 mL) and EtOAc

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 2687 - 2690

36
[ 6597-79-1 ]
[ 13515-97-4 ]
[ 1429649-49-9 ]

Yield	Reaction Conditions	Operation in experiment
69%	With potassium carbonate; In water; toluene; at 10 - 12℃;Heating;	General procedure: A mixture of 0.01 mole of appropriate aminoalkanols or alanine methyl ester hydrochloride with 0.025 mole K2CO3 in 15 cm3 of water and 15 cm3 of toluene was cooled to 10-12 C. After cooling a solution of 0.011 mole (4-chlor-2-methylphenoxy)acetyl chloride in 30 cm3 of dry toluene was added in vigorous stirring at 10-12 C for 0.5 h. Then the reaction mixture was heated and then left to cool down. The precipitated amides deposit was filtered off, stirred with a 10% solution of NaHCO3, and after drying 7-10 and 13 were recrystallized from a mixture of toluene-hexane (1:1).

Reference： [1]Letters in drug design and discovery,2013,vol. 10,p. 35 - 43

37
(1R,2R)-1-tetrachlorophthalimido-2-cyclohexylisocyanate [ No CAS ]
[ 13515-97-4 ]
C₁₉H₁₉Cl₄N₃O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With triethylamine; In dichloromethane; at 20℃;Reflux;	General procedure: To a mixture of isocyanate 1b or 3b (0.20 mmol) and appropriate amino acid methyl ester hydrochloride (0.20mmol) in dichloromethane (2 mL) was added triethylamine (0.1 mL). The mixture was stirred at room temperature for 1 h and stirring with refluxing was continued for additional 4-6 h. The solution was extracted with 1 N HCl followed by washing with saturated NaHCO3 solution. The organic solution was dried over MgSO4 and evaporated to give product 2d or 3d. D-Ala-2d. Yield 87%; m.p. 185-1898C; 1H NMR d 1.10(d, J 5 7.1 Hz, 3H), 1.2621.48 (m, 3H), 1.77-1.88 (m, 3H),2.09-2.14 (m, 1H), 2.45 (ddd, J 5 3.8, 6.7, 12.2 Hz, 1H),3.62 (s, 3H), 3.89 (dt, J 5 4.4, 12.3 Hz, 1H), 4.11-4.21 (m,2H), 4.26 (d, J 5 8.8 Hz, 1H), 4.79 (d, J 5 7.1 Hz, 1H).

Reference： [1]Chirality,2008,vol. 20,p. 301 - 306

38
(1R,2R)-1-(3',5'-dinitrobenzamido)-2-cyclohexylisocyanate [ No CAS ]
[ 13515-97-4 ]
C₁₈H₂₃N₅O₈ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With triethylamine; In dichloromethane; at 20℃;Reflux;	General procedure: To a mixture of isocyanate 1b or 3b (0.20 mmol) and appropriate amino acid methyl ester hydrochloride (0.20mmol) in dichloromethane (2 mL) was added triethylamine (0.1 mL). The mixture was stirred at room temperature for 1 h and stirring with refluxing was continued for additional 4-6 h. The solution was extracted with 1 N HCl followed by washing with saturated NaHCO3 solution. The organic solution was dried over MgSO4 and evaporated to give product 2d or 3d. D-Ala-2d. Yield 87%; m.p. 185-1898C; 1H NMR d 1.10(d, J 5 7.1 Hz, 3H), 1.2621.48 (m, 3H), 1.77-1.88 (m, 3H),2.09-2.14 (m, 1H), 2.45 (ddd, J 5 3.8, 6.7, 12.2 Hz, 1H),3.62 (s, 3H), 3.89 (dt, J 5 4.4, 12.3 Hz, 1H), 4.11-4.21 (m,2H), 4.26 (d, J 5 8.8 Hz, 1H), 4.79 (d, J 5 7.1 Hz, 1H).

Reference： [1]Chirality,2008,vol. 20,p. 301 - 306

39
[ 13515-97-4 ]
[ 1122-91-4 ]
methyl (E)-N-[(p-bromophenyl)methylene]alaninate [ No CAS ]