[ CAS No. 2578-57-6 ] {[proInfo.proName]}

Name: 2578-57-6|(S)-2-(Pyrrolidine-2-carboxamido)acetic acid|98%
Brand: Ambeed
SKU: A399458
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2D 3D

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Quality Control of [ 2578-57-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 2578-57-6 ]

Product Details of [ 2578-57-6 ]

CAS No. :	2578-57-6	MDL No. :	MFCD00022391
Formula :	C₇H₁₂N₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RNKSNIBMTUYWSH-YFKPBYRVSA-N
M.W :	172.18	Pubchem ID :	6426709
Synonyms :

Calculated chemistry of [ 2578-57-6 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.71
Num. rotatable bonds :	4
Num. H-bond acceptors :	4.0
Num. H-bond donors :	3.0
Molar Refractivity :	45.14
TPSA :	78.43 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) :	-10.06 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.81
Log Po/w (XLOGP3) :	-3.81
Log Po/w (WLOGP) :	-1.44
Log Po/w (MLOGP) :	-1.03
Log Po/w (SILICOS-IT) :	-0.4
Consensus Log Po/w :	-1.17

Druglikeness

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

Water Solubility

Log S (ESOL) :	1.76
Solubility :	9830.0 mg/ml ; 57.1 mol/l
Class :	Highly soluble
Log S (Ali) :	2.76
Solubility :	98000.0 mg/ml ; 569.0 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-0.58
Solubility :	44.8 mg/ml ; 0.26 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.91

Safety of [ 2578-57-6 ]

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

Application In Synthesis of [ 2578-57-6 ]

* 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.

Downstream synthetic route of [ 2578-57-6 ]

[ 2578-57-6 ] Synthesis Path-Downstream 1~66

1
[ 64-17-5 ]
[ 2578-57-6 ]
[ 26347-43-3 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride

Reference： [1]Rydon; Smith [Journal of the Chemical Society, 1956, p. 3642,3646]

2
[ 15050-24-5 ]
[ 2578-57-6 ]
[ 2441-81-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide

Reference： [1]Simmonds; Fruton [Journal of Biological Chemistry, 1948, vol. 174, p. 705,713]

3
2-bromo-4-methylpentanoyl chloride [ No CAS ]
[ 2578-57-6 ]
<i>N</i>-[1-((Ξ)-2-bromo-4-methyl-valeryl)-L-prolyl]-glycine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide

Reference： [1]Abderhalden; Merkel [Fermentforschung, 1938, vol. 15, p. 1,18]

4
[ 3705-27-9 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride

Reference： [1]Poroschin et al. [Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1958, p. 1129,1130; engl. Ausg. S. 1097]

5
[ 2766-18-9 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
95%	With hydrogen In methanol; water
	With ethanol; palladium; acetic acid Hydrogenation;
	With ethanol; palladium; acetic acid Hydrogenation_.Reagens 4: Platin;

	With methanol; palladium; acetic acid Hydrogenation;
	With palladium 10% on activated carbon; hydrogen In methanol for 3h;

Reference： [1]Gudasheva; Vasilevich; Ostrovskaya; Trofimov; Voronina; Skoldinov; Rozantsev [Pharmaceutical Chemistry Journal, 1996, vol. 30, # 9, p. 562 - 567]
[2]Abderhalden; Nienburg [Fermentforschung, 1933, vol. 13, p. 573,594]
[3]Migliardi [Archivio di Scienze Biologiche, 1941, vol. 27, p. 327,330]
[4]Grassmann; Wuensch [Chemische Berichte, 1958, vol. 91, p. 449,453] Rydon; Smith [Journal of the Chemical Society, 1956, p. 3642,3646]
[5]Location in patent: experimental part Chen; Sung; Sung, Kuangsen [Amino Acids, 2010, vol. 38, # 3, p. 839 - 845]

6
[ 490-01-7 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; ethanol

Reference： [1]Weygand et al. [Chemische Berichte, 1957, vol. 90, p. 1879,1890]

7
[ 51785-82-1 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
98%	With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;	31 Example 31: Synthesis of 2-formyl-pyrrolidinyl-glycine (SSJ-4): Dissolve SSJ-3 (1g, 3.67mmol) in 100mL of dichloromethane solution, add trifluoroacetic acid (10mL, 143mmol) dropwise at 0°C, react under nitrogen protection for 2h at room temperature, and concentrate under reduced pressure to obtain a light yellow slurry SSJ-4 (625 mg, 98% yield)
345 mg	Stage #1: N-tert-butyloxycarbonyl-L-prolylglycine With trifluoroacetic acid In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2:	Synthesis ofHN-Pro-Gly-OH (4) Boc-Pro-Phe-OMe, (1.0 g, 3.5 mmol, 1 eq.) was dissolved in minimum volume of methanol and NaOH (0.16 g, 4.2 mmol, 1.2 eq.) as its 1N solution was added and was stirred for 6 h. Then, solvent was evaporated and 20 mL of water was added to it in ice cold condition. The solution was acidified to pH 2-3 and extracted in dichloromethane. Dichloromethane was dried over anhydrous sodium sulphate, filtered and evaporated to get product Boc-Pro-Gly-OH which was directaly used for Boc deprotection. The acid t-Boc-Pro-Gly-OH, (0.85 g, 3.1 mmol, 1 eq) was dissolved in 75% Trifluoroacetic acid - Dichloromethane (15 mL) and set aside for 1 h under N2 atmosphere. Solvent was evaporated in high vacuuo, washed with diethyl ether (3x50 mL). White-brownish viscous product was obtained which was washed with boiling ether (50 mL) then cold ether ether. The White-brownish viscous product, (0.87 g,), was obtained which passed through the strong anion exchange resin to get product 4 (345 mg).
	With trifluoroacetic acid In dichloromethane at 0℃;

Reference： [1]Current Patent Assignee: QINGDAO HAIHE BIOLOGICAL TECH - CN112552211, 2021, A Location in patent: Paragraph 0119-0121
[2]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]
[3]Kumar, Vikas; Krishna, K. Vijaya; Khanna, Shruti; Joshi, Khashti Ballabh [Tetrahedron, 2016, vol. 72, # 35, p. 5369 - 5376]
[4]Zhang, Liang; Li, Feng; Hou, Chenhui; Zhu, Sifeng; Zhong, Lili; Zhao, Jianchun; Song, Cai; Li, Wenbao [Naunyn-Schmiedeberg's Archives of Pharmacology, 2020, vol. 393, # 12, p. 2529 - 2542]

8
[ 7536-45-0 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
87%	With hydrogen; acetic acid

Reference： [1]Shigenaga; Otagiri; Kanehisa; Okai [Bulletin of the Chemical Society of Japan, 1984, vol. 57, # 1, p. 103 - 107]

9
[ 917-95-3 ]
[ 2578-57-6 ]
C₁₀H₂₀N₃O₂*H⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dibenzoyl peroxide In dimethyl sulfoxide Ambient temperature; Irradiation; other solvents;

Reference： [1]Rosenthal, Ionel; Mossoba, Magdi M.; Riesz, Peter [Journal of Physical Chemistry, 1981, vol. 85, # 16, p. 2398 - 2403]

10
[ 13734-34-4 ]
[ 2578-57-6 ]
[ 66211-31-2 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

11
[ 81811-84-9 ]
[ 2578-57-6 ]
[ 117088-03-6 ]

Yield	Reaction Conditions	Operation in experiment
25%	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]

12
[ 2578-57-6 ]
[ 112471-79-1 ]

Yield	Reaction Conditions	Operation in experiment
	In water Irradiation;

Reference： [1]Coyle, John D.; Hill, Roger R.; Jeffs, Graham E. [Tetrahedron Letters, 1987, vol. 28, # 22, p. 2529 - 2532]

13
[ 2578-57-6 ]
[ 19179-12-5 ]

Yield	Reaction Conditions	Operation in experiment
57%	In acetic anhydride; ethyl acetate for 2h; Heating;

Reference： [1]Gudasheva; Vasilevich; Ostrovskaya; Trofimov; Voronina; Skoldinov; Rozantsev [Pharmaceutical Chemistry Journal, 1996, vol. 30, # 9, p. 562 - 567]

14
[ 2578-57-6 ]
(N-Cl)-Pro-Gly [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With chlorine at 24.85℃; for 2.77778E-05h; Irradiation; solvent isotope effect;

Reference： [1]Armesto; Canle L.; Garcia; Santaballa [Canadian Journal of Chemistry, 1999, vol. 77, # 5-6, p. 997 - 1004]

15
[ 4083-64-1 ]
[ 2578-57-6 ]
[(S)-1-(Toluene-4-sulfonylaminocarbonyl)-pyrrolidine-2-carbonyl]-amino}-acetic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetone at 4℃; for 4h;

Reference： [1]Supuran, Claudiu T.; Scozzafava, Andrea; Briganti, Fabrizio; Clare, Brian W. [Journal of Medicinal Chemistry, 2000, vol. 43, # 9, p. 1793 - 1806]

16
[ 5769-15-3 ]
[ 2578-57-6 ]
4-chlorophenylsulfonylureido-L-prolyl-glycine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetone at 4℃; for 2h;

Reference： [1]Scozzafava, Andrea; Supuran, Claudiu T. [European Journal of Pharmaceutical Sciences, 2000, vol. 10, # 1, p. 29 - 41]

Yield	Reaction Conditions	Operation in experiment
93%	With dimethyl ether-poly(hydrogen fluoride) at 0℃; for 1h;

Yield	Reaction Conditions	Operation in experiment
	With water; hydrogen cation In various solvent(s) at 19.85℃;

19
[ 501-53-1 ]
[ 2578-57-6 ]
[ 2766-18-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	With potassium carbonate In water

Reference： [1]De Winne, Katleen; Seymour, Leonard W.; Schacht, Etienne H. [European Journal of Pharmaceutical Sciences, 2005, vol. 24, # 2-3, p. 159 - 168]

20
[ 2578-57-6 ]
[ 68427-04-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 90 percent / K₂CO₃ / H₂O 2: 75 percent / N-methylmorpholine; isobutylchloroformiate / tetrahydrofuran / 0.17 h / -10 °C

Reference： [1]De Winne, Katleen; Seymour, Leonard W.; Schacht, Etienne H. [European Journal of Pharmaceutical Sciences, 2005, vol. 24, # 2-3, p. 159 - 168]

21
[ 2578-57-6 ]
(S)-Pyrrolidine-2-carboxylic acid ({4-[bis-(2-chloro-ethyl)-amino]-phenylcarbamoyl}-methyl)-amide; hydrobromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 90 percent / K₂CO₃ / H₂O 2: 75 percent / N-methylmorpholine; isobutylchloroformiate / tetrahydrofuran / 0.17 h / -10 °C 3: 80 percent / HBr / acetic acid / 0.33 h

Reference： [1]De Winne, Katleen; Seymour, Leonard W.; Schacht, Etienne H. [European Journal of Pharmaceutical Sciences, 2005, vol. 24, # 2-3, p. 159 - 168]

22
[ 2578-57-6 ]
[ 849427-27-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 90 percent / K₂CO₃ / H₂O 2: 75 percent / N-methylmorpholine; isobutylchloroformiate / tetrahydrofuran / 0.17 h / -10 °C 3: 80 percent / HBr / acetic acid / 0.33 h 4: 40 percent / NaHCO₃ / 1,2-dimethoxy-ethane; H₂O / 0 °C 5: HBr / acetic acid / 20 °C

Reference： [1]De Winne, Katleen; Seymour, Leonard W.; Schacht, Etienne H. [European Journal of Pharmaceutical Sciences, 2005, vol. 24, # 2-3, p. 159 - 168]

23
[ 2578-57-6 ]
[ 68427-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 90 percent / K₂CO₃ / H₂O 2: 75 percent / N-methylmorpholine; isobutylchloroformiate / tetrahydrofuran / 0.17 h / -10 °C 3: 80 percent / HBr / acetic acid / 0.33 h 4: 40 percent / NaHCO₃ / 1,2-dimethoxy-ethane; H₂O / 0 °C

Reference： [1]De Winne, Katleen; Seymour, Leonard W.; Schacht, Etienne H. [European Journal of Pharmaceutical Sciences, 2005, vol. 24, # 2-3, p. 159 - 168]

24
[ 2578-57-6 ]
[ 849427-29-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: 90 percent / K₂CO₃ / H₂O 2: 75 percent / N-methylmorpholine; isobutylchloroformiate / tetrahydrofuran / 0.17 h / -10 °C 3: 80 percent / HBr / acetic acid / 0.33 h 4: 40 percent / NaHCO₃ / 1,2-dimethoxy-ethane; H₂O / 0 °C 5: HBr / acetic acid / 20 °C 6: NaHCO₃ / 1,2-dimethoxy-ethane; H₂O / 0 °C 7: HBr / acetic acid / 20 °C

Reference： [1]De Winne, Katleen; Seymour, Leonard W.; Schacht, Etienne H. [European Journal of Pharmaceutical Sciences, 2005, vol. 24, # 2-3, p. 159 - 168]

25
[ 2578-57-6 ]
[ 849427-28-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: 90 percent / K₂CO₃ / H₂O 2: 75 percent / N-methylmorpholine; isobutylchloroformiate / tetrahydrofuran / 0.17 h / -10 °C 3: 80 percent / HBr / acetic acid / 0.33 h 4: 40 percent / NaHCO₃ / 1,2-dimethoxy-ethane; H₂O / 0 °C 5: HBr / acetic acid / 20 °C 6: NaHCO₃ / 1,2-dimethoxy-ethane; H₂O / 0 °C

Reference： [1]De Winne, Katleen; Seymour, Leonard W.; Schacht, Etienne H. [European Journal of Pharmaceutical Sciences, 2005, vol. 24, # 2-3, p. 159 - 168]

26
[ 2578-57-6 ]
4-[β-(4-chlorophenylsulfonylureido-L-prolyl-glycylamido)-ethyl]-1H-imidazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: acetone / 2 h / 4 °C 2: N,N'-diisopropylcarbodiimide; 1-hydroxybenzotriazole / acetonitrile / 4 °C 3: aq. HCl / dioxane / 8 h / 40 °C

Reference： [1]Scozzafava, Andrea; Supuran, Claudiu T. [European Journal of Pharmaceutical Sciences, 2000, vol. 10, # 1, p. 29 - 41]

27
[ 2578-57-6 ]
1-(4-chloro-benzenesulfonylaminocarbonyl)-pyrrolidine-2-carboxylic acid [2-(1-tritylsulfanyl-1<i>H</i>-imidazol-4-yl)-ethylcarbamoyl]-methyl}-amide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetone / 2 h / 4 °C 2: N,N'-diisopropylcarbodiimide; 1-hydroxybenzotriazole / acetonitrile / 4 °C

Reference： [1]Scozzafava, Andrea; Supuran, Claudiu T. [European Journal of Pharmaceutical Sciences, 2000, vol. 10, # 1, p. 29 - 41]

28
[ 2578-57-6 ]
C₂₂H₂₄N₆O₇S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetone / 4 h / 4 °C 2: EDCI*HCl; Et₃N / acetonitrile / 16 h / 4 °C

Reference： [1]Supuran, Claudiu T.; Scozzafava, Andrea; Briganti, Fabrizio; Clare, Brian W. [Journal of Medicinal Chemistry, 2000, vol. 43, # 9, p. 1793 - 1806]

29
[ 2578-57-6 ]
[ 276245-73-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: acetone / 4 h / 4 °C 2: EDCI*HCl; Et₃N / acetonitrile / 16 h / 4 °C 3: HCl(g) / dioxane / 96 h / 4 °C

Reference： [1]Supuran, Claudiu T.; Scozzafava, Andrea; Briganti, Fabrizio; Clare, Brian W. [Journal of Medicinal Chemistry, 2000, vol. 43, # 9, p. 1793 - 1806]

30
[ 2578-57-6 ]
(S)-1-(Toluene-4-sulfonylaminocarbonyl)-pyrrolidine-2-carboxylic acid [4-(diaminomethylene-sulfamoyl)-phenylcarbamoyl]-methyl}-amide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: acetone / 4 h / 4 °C 2: EDCI*HCl; Et₃N / acetonitrile / 16 h / 4 °C 3: HCl(g) / dioxane / 96 h / 4 °C 4: NH₃ / methanol; ethanol / 4 h / 60 °C

Reference： [1]Supuran, Claudiu T.; Scozzafava, Andrea; Briganti, Fabrizio; Clare, Brian W. [Journal of Medicinal Chemistry, 2000, vol. 43, # 9, p. 1793 - 1806]

31
[ 1148-11-4 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 80 percent / ethyl acetate; dimethylformamide / 2 h / -10 - 20 °C 2: 76 percent / NaOH; HCl / acetone / 2 h 3: 95 percent / H₂ / 10 percent Pd/C / H₂O; methanol
	Multi-step reaction with 2 steps 1: 1) NMM, ECF / 1) THF, -5 deg C, 10 min, 2) CHCl₃, 0 deg C, 1 h; r.t., overnight 2: 87 percent / acetic acid, H₂ / Pd black
	Multi-step reaction with 3 steps 1: pyridine; PCl₃ 2: aqueous NaOH; dioxane 3: palladium; acetic acid; aqueous methanol / Hydrogenation

Multi-step reaction with 3 steps 1: diethyl ether; PCl₃ 2: diethyl ether; aqueous NaOH 3: palladium; acetic acid; aqueous ethanol / Hydrogenation

Reference： [1]Gudasheva; Vasilevich; Ostrovskaya; Trofimov; Voronina; Skoldinov; Rozantsev [Pharmaceutical Chemistry Journal, 1996, vol. 30, # 9, p. 562 - 567]
[2]Shigenaga; Otagiri; Kanehisa; Okai [Bulletin of the Chemical Society of Japan, 1984, vol. 57, # 1, p. 103 - 107]
[3]Grassmann; Wuensch [Chemische Berichte, 1958, vol. 91, p. 449,453]
[4]Abderhalden; Nienburg [Fermentforschung, 1933, vol. 13, p. 573,594]

32
[ 2766-31-6 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 76 percent / NaOH; HCl / acetone / 2 h 2: 95 percent / H₂ / 10 percent Pd/C / H₂O; methanol
	Multi-step reaction with 2 steps 1: aqueous NaOH; dioxane 2: palladium; acetic acid; aqueous methanol / Hydrogenation
	Multi-step reaction with 2 steps 1: aqueous NaOH; acetone 2: palladium; acetic acid; aqueous methanol / Hydrogenation

Reference： [1]Gudasheva; Vasilevich; Ostrovskaya; Trofimov; Voronina; Skoldinov; Rozantsev [Pharmaceutical Chemistry Journal, 1996, vol. 30, # 9, p. 562 - 567]
[2]Grassmann; Wuensch [Chemische Berichte, 1958, vol. 91, p. 449,453]
[3]Rydon; Smith [Journal of the Chemical Society, 1956, p. 3642,3646]

33
tert-butyloxycarbonyl-prolyl-glycine methyl ester [ No CAS ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium hydroxide / methanol / 6 h / 20 °C 2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere 2.2: strong anion exchange resin

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]
[2]Kumar, Vikas; Krishna, K. Vijaya; Khanna, Shruti; Joshi, Khashti Ballabh [Tetrahedron, 2016, vol. 72, # 35, p. 5369 - 5376]

34
[ 2578-57-6 ]
[ 72122-62-4 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

35
[ 2578-57-6 ]
[ 85713-96-8 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

36
[ 2578-57-6 ]
[ 47283-59-0 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

37
[ 2578-57-6 ]
[ 82289-41-6 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

38
[ 2578-57-6 ]
[ 77654-52-5 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

39
[ 2578-57-6 ]
[ 85642-28-0 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

40
[ 2578-57-6 ]
[ 85642-26-8 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

41
[ 2578-57-6 ]
[ 85651-86-1 ]

Reference： [1]Shvachkin, Yu. P.; Krivtsov, V. F. [Journal of general chemistry of the USSR, 1983, vol. 53, # 2, p. 410 - 411][Zhurnal Obshchei Khimii, 1983, vol. 53, # 2, p. 466 - 467]

42
[ 2578-57-6 ]
[ 675-20-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: H₂O / Irradiation 2: H₂O / 210 °C / gas phase spectrum
	Multi-step reaction with 3 steps 1: H₂O / Irradiation 3: 1.) H₂ / multistep reaction; gas phase spectrum

Reference： [1]Coyle, John D.; Hill, Roger R.; Jeffs, Graham E. [Tetrahedron Letters, 1987, vol. 28, # 22, p. 2529 - 2532]
[2]Coyle, John D.; Hill, Roger R.; Jeffs, Graham E. [Tetrahedron Letters, 1987, vol. 28, # 22, p. 2529 - 2532]

43
[ 2578-57-6 ]
[ 112471-80-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: H₂O / Irradiation

Reference： [1]Coyle, John D.; Hill, Roger R.; Jeffs, Graham E. [Tetrahedron Letters, 1987, vol. 28, # 22, p. 2529 - 2532]

44
[ 33256-35-8 ]
[ 2578-57-6 ]

Reference： [1]Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1958,p. 1129,1130; engl. Ausg. S. 1097

45
(S)-benzyloxycarbonyl-proline acid chloride [ No CAS ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethyl ether; aqueous NaOH 2: palladium; acetic acid; ethanol / Hydrogenation_.Reagens 4: Platin
	Multi-step reaction with 2 steps 1: diethyl ether; aqueous NaOH 2: palladium; acetic acid; aqueous ethanol / Hydrogenation

Reference： [1]Migliardi [Archivio di Scienze Biologiche, 1941, vol. 27, p. 327,330]
[2]Abderhalden; Nienburg [Fermentforschung, 1933, vol. 13, p. 573,594]

46
[ 147-85-3 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: aqueous NaOH 2: pyridine; PCl₃ 3: aqueous NaOH; dioxane 4: palladium; acetic acid; aqueous methanol / Hydrogenation
	Multi-step reaction with 3 steps 3: ethanol; aqueous NaOH
	Multi-step reaction with 4 steps 1.1: triethylamine / methanol / 20 - 65 °C 2.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / dichloromethane / 1 h / 0 °C / Inert atmosphere 2.2: 12 h / 20 °C / Inert atmosphere 3.1: sodium hydroxide / methanol / 6 h / 20 °C 4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere 4.2: strong anion exchange resin

Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 3 h / 0 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 25 °C 3: sodium hydrogencarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / water; 1,4-dioxane / 12 h / 25 °C 4: trifluoroacetic acid / dichloromethane / 0 °C

Reference： [1]Grassmann; Wuensch [Chemische Berichte, 1958, vol. 91, p. 449,453]
[2]Weygand et al. [Chemische Berichte, 1957, vol. 90, p. 1879,1890]
[3]Kumar, Vikas; Krishna, K. Vijaya; Khanna, Shruti; Joshi, Khashti Ballabh [Tetrahedron, 2016, vol. 72, # 35, p. 5369 - 5376]
[4]Zhang, Liang; Li, Feng; Hou, Chenhui; Zhu, Sifeng; Zhong, Lili; Zhao, Jianchun; Song, Cai; Li, Wenbao [Naunyn-Schmiedeberg's Archives of Pharmacology, 2020, vol. 393, # 12, p. 2529 - 2542]

47
[ 2578-57-6 ]
[ 3705-27-9 ]

Yield	Reaction Conditions	Operation in experiment
99%	In N,N-dimethyl-formamide at 200℃; for 0.333333h; Microwave irradiation;
88%	With Zr₆-based UiO-66 metal-organic frameworks at 80℃; for 24h;
76%	With 14C₂H₇N14H⁽¹⁺⁾2H₂O2O^(2-)2Zr⁽⁴⁺⁾*O₁₂₂P₄W₃₄^(18-) In dimethyl sulfoxide at 70℃; for 24h;

Multi-step reaction with 2 steps 1: HCl 2: 105 °C / 0 Torr

Reference： [1]Nonappa; Ahonen, Kari; Lahtinen, Manu; Kolehmainen, Erkki [Green Chemistry, 2011, vol. 13, # 5, p. 1203 - 1209]
[2]Conic, Dragan; De Azambuja, Francisco; Harvey, Jeremy N.; Loosen, Alexandra; Parac-Vogt, Tatjana N.; Van Den Besselaar, Maxime [ACS Catalysis, 2021, vol. 11, # 13, p. 7647 - 7658]
[3]De Azambuja, Francisco; Parac-Vogt, Tatjana N. [ACS Catalysis, 2019, vol. 9, # 11, p. 10245 - 10252]
[4]Rydon; Smith [Journal of the Chemical Society, 1956, p. 3642,3646]

48
[ 2578-57-6 ]
[ 2441-63-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: aqueous NaOH 2: palladium; acetic acid; methanol / Hydrogenation

Reference： [1]Simmonds; Fruton [Journal of Biological Chemistry, 1948, vol. 174, p. 705,713]

49
[ 2578-57-6 ]
[ 17585-50-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: aqueous NaOH 2: concentrated aqueous NH₃

Reference： [1]Abderhalden; Merkel [Fermentforschung, 1938, vol. 15, p. 1,18]

50
[ 2966-05-4 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 2: ethanol; aqueous NaOH

Reference： [1]Weygand et al. [Chemische Berichte, 1957, vol. 90, p. 1879,1890]

Yield	Reaction Conditions	Operation in experiment
		13.b (b) (b) N-(L-Prolyl)glycine, phenylmethyl ester, hydrochloride salt The product from part (a) (2.3 g., 6.3 mmole) is treated with trifluoroacetic acid (5 ml.) at 25° in an argon atmosphere for 1 hour. The trifluoroacetic acid is removed in vacuo and the residue taken up in ether (15 ml.). The ethereal solution is treated with a saturated hydrochloric acid/ether solution in small portions precipitating the hydrochloride salt. The ether is decanted and the residue is triturated with ether (5 times) then dried in vacuo for 24 hours to give 1.9 g. of N-(L-prolyl)glycine, phenylmethyl ester, hydrochloride salt as a hydroscopic foam. Tlc (dichloromethane/methanol/acetic acid; 8:1:1) shows a single spot at Rf 0.6. Anal. calc'd for C14 H19 N2 O3 Cl.1.3 H2 O: C, 52.07; H, 6.77; N, 8.67; Cl, 10.98 Found: C, 52.06; H, 6.38; N, 8.44; Cl, 10.63.
		L-proline N-octylamide and also the stereoisomers thereof and the organic or mineral salts and solvates thereof, and also the following amino acids and derivatives: ... H-PRO-ALA-OH H-PRO-β-ALA-OH H-PRO-GLY-NH2 H-PRO-GLY-OH H-PRO-GLY-OH H-PRO-ILE-OH H-PRO-LEU-OH H-PRO-NHCH3

52
phenylmethyl ester, hydrochloride salt [ No CAS ]
[ 106019-28-7 ]
[ 2578-57-6 ]
N-[1-[ethoxy(4-phenylbutyl)phosphinyl]-L-prolyl]glycine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With phosphorus pentachloride; triethylamine In dichloromethane; benzene	13.c (c) (c) N-[1-[Ethoxy(4-phenylbutyl)phosphinyl]-L-prolyl]glycine, phenylmethyl ester A mixture of (4-phenylbutyl)phosphonic acid, diethyl ester (1.7 g., 6.4 mmole), benzene (10 ml.), and phosphorus pentachloride (1.3 g., 1 eq.) are reflexed under argon for 45 minutes. The benzene and phosphorus oxychloride are removed in vacuo. The residue is taken up in dry dichloromethane (10 ml.), cooled to 0° (ice-bath) and treated with N-(L-prolyl)glycine, phenylmethyl ester, hydrochloride salt (1.9 g., 6.36 mmole). The resulting suspension is treated dropwise with a solution of triethylamine (2.7 ml., 3 eq.) in dichloromethane (5 ml.) under argon. The ice-bath is removed and the heterogeneous mixture is stirred for 1.5 hours. The reaction mixture is diluted with ethyl acetate and washed successively with water (twice), 5% potassium bisulfate, saturated sodium bicarbonate, brine, dried (MgSO4), and evaporated. The residue (3 g.) is chromatographed on silica (80 g.) eluding with hexane/acetone (5/2) followed by elution with hexane/acetone (2/1) to give 1.65 g. of N-[1-[ethoxy(4-phenylbutyl)phosphinyl]-L-prolyl]glycine, phenylmethyl ester as a yellow oil. Tlc (hexane/acetone; 2:1) shows two spots (isomers at phosphorus) Rf 0.3, 0.4.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US4432971, 1984, A

53
trans-chromium(II)chloride hexahydrate [ No CAS ]
[ 2578-57-6 ]
Na⁽¹⁺⁾*Cr(O₂CCH₂NCOCHCH₂CH₂CH₂NH)2^(1-)*3.5H₂O=Na{Cr(O₂CCH₂NCOCHCH₂CH₂CH₂NH)2}*3.5H₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With NaOH In methanol Cr-complex was refluxed with 3 equiv of peptide for 2 h, 4 equiv of NaOH was added, refluxed for 26 h; sepd. by chromy. on silica gel column, eluted with MeOH, crystd. from concd. MeOH soln. diluted with acetone, cooled;

Reference： [1]Murdoch, Cheryl M.; Cooper, Mervyn K.; Hambley, Trevor W.; Hunter, William N.; Freeman, Hans C. [Journal of the Chemical Society. Chemical communications, 1986, # 17, p. 1329 - 1331]

54
cobalt(II) chloride hexahydrate [ No CAS ]
[ 556-50-3 ]
[ 2578-57-6 ]
bis(glycylglycinato)cobalt(III) [ No CAS ]
potassium R(C₂)-(glycylglycinato)(L-prolylglycinato)cobaltate(III)* 2.5H₂O [ No CAS ]
potassium S(C₂)-(glycylglycinato)(L-prolylglycinato)cobaltate(III)* 4H₂O [ No CAS ]
[Co(C₄H₈NC(O)NCH₂COO)2]^(1-) [ No CAS ]
[Co(C₄H₈NC(O)NCH₂COO)2]^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; potassium chloride; lead dioxide In water dissolving of peptides mixture in water, aq. NaOH addn. to pH 9-9.5, aq. CoCl2 dropwise addn. (keeping pH at 9 with aq. NaOH), stirring with PbO2 at 40°C for 1 h, filtration, chromy. (QAE-Sephadex/Cl(1-) form, H2O then 0.05M KCl); concn. at 35-40°C, CH3OH addn., filtration, concn., chromy. (Sephadex G-10), concn., C2H5OH addn. to aq. soln. (or acetone addn. to CH3OH soln.), cooling, filtration, washing with C2H5OH then acetone (or withacetone), vac. drying, elem. anal.;

Reference： [1]Yasui, Takaji; Kawaguchi, Hiroshi; Ama, Tomoharu [Bulletin of the Chemical Society of Japan, 1981, vol. 54, # 10, p. 2918 - 2923]

55
cobalt(II) chloride hexahydrate [ No CAS ]
[ 2578-57-6 ]
potassium R(C₂)-bis(L-prolylglycinato)cobaltate(III) * 3H₂O [ No CAS ]
potassium S(C₂)-bis(L-prolylglycinato)cobaltate(III) * 3.5H₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; potassium chloride; lead dioxide In water dissolving of peptide in water, aq. NaOH addn. to pH 9-9.5, aq. CoCl2 dropwise addn. (keeping pH at 9 with aq. NaOH), stirring with PbO2 at 40°C for 1 h, filtration, chromy. (QAE-Sephadex A-25/Cl(1-), H2O then 0.05M KCl); concn. at 35-40°C, CH3OH addn., filtration, concn., chromy. (Sephadex G-10), concn., C2H5OH addn. to aq. soln. (or acetone addn. to CH3OH soln.), cooling, filtration, washing with C2H5OH then acetone (or withacetone), vac. drying, elem. anal.;

Reference： [1]Yasui, Takaji; Kawaguchi, Hiroshi; Ama, Tomoharu [Bulletin of the Chemical Society of Japan, 1981, vol. 54, # 10, p. 2918 - 2923]

56
[ 114320-85-3 ]
[ 7732-18-5 ]
lithium perchlorate [ No CAS ]
[ 2578-57-6 ]
bis(L-prolylglycinato)chromium⁽¹⁺⁾ [ No CAS ]
[L-prolylglycinato][di(3-aminopropyl)amine]chromium(III) perchlorate monohydrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide In methanol byproducts: KCl; ligand (1 equiv.) added to suspn. of Cr complex in MeOH; heated at 65°C for 1.5 h with stirring; KOH added; heated for 1.5 h; cooled; filtered; soln. evapd. to dryness; dissolved in min. H2O; passed through Sephadex G-10 column; first violet (Cr(L-progly)2(1+)) and second brownish bands collected; brownish band concd.; treated with satd. LiClO4-Et2O; held at room temp. for several d; crystals washed with EtOH; air dried; elem. anal.;

Reference： [1]Choi, Jong-Ha; Hong, Yong Pyo; Park, Yu Chul [Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2002, vol. 58, # 8, p. 1599 - 1606]

57
[ 928149-24-0 ]
[ 2578-57-6 ]
(S)-7-chloro-3-[(5-[(N-carboxymethyl)-2-carboxamide]pyrrolidin-1-yl}methyl)-([1,2,4]-thiadiazol-3-yl)]-1-(tetrahydropyran-4-yl)methyl-1H-indole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 0.0833333h; Microwave irradiation;

Reference： [1]Location in patent: scheme or table Kiyoi, Takao; Adam, Julia M.; Clark, John K.; Davies, Keneth; Easson, Anna-Marie; Edwards, Darren; Feilden, Helen; Fields, Ruth; Francis, Stuart; Jeremiah, Fiona; McArthur, Duncan; Morrison, Angus J.; Prosser, Alan; Ratcliffe, Paul D.; Schulz, Jurgen; Wishart, Grant; Baker, James; Campbell, Robert; Cottney, Jean E.; Deehan, Maureen; Epemolu, Ola; Evans, Louise [Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 6, p. 1748 - 1753]

58
[ 2578-57-6 ]
[ 56-40-6 ]
[ 147-85-3 ]

Yield	Reaction Conditions	Operation in experiment
	With d-(5′-CCGCCATGGAGTTGAAACAAGGAAC-3*5′-TTAAAAGCTTTTTTTGATTAAAGCTGCCA-3′); water In aq. phosphate buffer at 25℃;	2.7. Substrate specificities and enzyme kinetics General procedure: A variety of peptides were examined as the substrates, includingPro-Pro, Pro-Glu, Pro-Met, Pro-Ser, Pro-Arg, Pro-Phe, Pro-Leu, Pro-Gly,Met-Ala, Leu-Leu, Leu-Gly-Gly, and Pro-Gly-Gly. Substrate specificitieswere examined for all these peptides at 2mMsubstrate. Enzyme kineticparametersweremeasured for Pro-Xaa substrates under optimum conditions:in 50mMHEPES buffer (pH 7.5) and at 25 °C for r-PepR1; and in50mMHEPES buffer (pH 8.0) and at 30 °C for r-PepR2. Enzyme kineticvalues Km and kcat were obtained using a method described by Sakodaand Hiromi [15] for each substrate. All experiments were conducted intriplicate.

Reference： [1]Huang, Yanyu; Tanaka, Takuji [Biochimica et Biophysica Acta - Proteins and Proteomics, 2015, vol. 1854, # 2, p. 91 - 100]

59
tetrabutylphosphonium glycinate [ No CAS ]
[ 2133-40-6 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
87 %Chromat.	Stage #1: tetrabutylphosphonium glycinate; L-proline methyl ester monohydrochloride at 60℃; for 30h; Inert atmosphere; Stage #2: With acetic acid In chloroform at 20℃; for 3h;

Reference： [1]Furukawa, Shinya; Fukuyama, Takahide; Matsui, Akihiro; Kuratsu, Mai; Nakaya, Ryotaro; Ineyama, Takashi; Ueda, Hiroshi; Ryu, Ilhyong [Chemistry - A European Journal, 2015, vol. 21, # 34, p. 11980 - 11983]

60
[ 15761-39-4 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / dichloromethane / 1 h / 0 °C / Inert atmosphere 1.2: 12 h / 20 °C / Inert atmosphere 2.1: sodium hydroxide / methanol / 6 h / 20 °C 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere 3.2: strong anion exchange resin
	Multi-step reaction with 3 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 25 °C 2: sodium hydrogencarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / water; 1,4-dioxane / 12 h / 25 °C 3: trifluoroacetic acid / dichloromethane / 0 °C

Reference： [1]Kumar, Vikas; Krishna, K. Vijaya; Khanna, Shruti; Joshi, Khashti Ballabh [Tetrahedron, 2016, vol. 72, # 35, p. 5369 - 5376]
[2]Zhang, Liang; Li, Feng; Hou, Chenhui; Zhu, Sifeng; Zhong, Lili; Zhao, Jianchun; Song, Cai; Li, Wenbao [Naunyn-Schmiedeberg's Archives of Pharmacology, 2020, vol. 393, # 12, p. 2529 - 2542]

61
[ 50-00-0 ]
[ 2578-57-6 ]
(N-methylpyrrolidinyl-2-formyl)glycine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93.7%	With palladium 10% on activated carbon; hydrogen; triethylamine In methanol; water at 25℃; for 12h;	Methyl-L-prolylglycine (B4) Formaldehyde (40%, 2.4 mL, 31.8 mmol) and 10% palladium on carbon (0.35 g) were added to Compound 9h (3.5 g, 12.2 mmol) in methanol (30 mL), under a hydrogen atmosphere. After stirring at 25 °C for 12 h, the reaction mixture was filtered, and the filtrate was concentrated. Water (25 mL) was added to the residual oil, followed by sodium hydroxide (1 M), and pH was adjusted to 13-14. After the mixture was washed with dichloromethane, the aqueous layer was adjusted to pH 2 by saturated aq. potassium bisulfate, and then concentrated under reduced pressure to generate Compound B4 (2.1 g, 93.7%) as oil. 1H NMR (500 MHz, CD3OD), δ 4.14 (t, J = 8.3, 1H), 4.00 (s, 2H), 3.71 (ddd, J = 11.4, 7.7, 4.1, 1H), 3.22 (d, J = 11.1, 1H), 2.95 (d, J = 10.5, 3H), 2.58 (dd, J = 12.2, 7.5, 1H), 2.24-2.02 (m, 3H). 13C NMR (125 MHz, D2O), δ 22.45, 29.04, 40.36, 41.18, 56.45, 68.62, 168.96, and 172.68 ppm. HRMS (ESI), m/z 187.1079 [M + H]+ (Calcd for C8H14N2O3,187.1077).
93%	With palladium 10% on activated carbon; hydrogen In methanol at 20℃;	32 Example 32: Synthesis of (N-methyl-pyrrolidin-2-formyl)-glycine (SSJ-G): Dissolve SSJ-4 (2g, 11.71mmol, 1eq) in 50mL methanol solution, add 40% formaldehyde solution (1mL, 12.88mmol, 1.1eq), palladium on carbon (10%, 350mg), plus hydrogen protection device After ventilating for 2-3 times, stirring overnight at room temperature, after treatment, filter off the palladium carbon with diatomaceous earth on a triangular funnel, concentrate the filtrate to obtain a crude product, add 20 mL of water to dissolve, adjust the pH to about 13 with saturated sodium hydroxide solution, and wash with DCM. Saturated KHSO4 solution adjusted pH=2, concentrated under reduced pressure to obtain SSJ-G (2.0g, yield 93%)

Reference： [1]Zhang, Liang; Li, Feng; Hou, Chenhui; Zhu, Sifeng; Zhong, Lili; Zhao, Jianchun; Song, Cai; Li, Wenbao [Naunyn-Schmiedeberg's Archives of Pharmacology, 2020, vol. 393, # 12, p. 2529 - 2542]
[2]Current Patent Assignee: QINGDAO HAIHE BIOLOGICAL TECH - CN112552211, 2021, A Location in patent: Paragraph 0122-0124

62
[ 28310-65-8 ]
[ 2578-57-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium hydrogencarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / water; 1,4-dioxane / 12 h / 25 °C 2: trifluoroacetic acid / dichloromethane / 0 °C

63
2-(4-(4-cyano-3-methylphenoxy)phenyl)acetic acid [ No CAS ]
[ 2578-57-6 ]
C₂₃H₂₃N₃O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 18h; Inert atmosphere;

Reference： [1]Bentley, Matthew R.; Ilyichova, Olga V.; Wang, Geqing; Williams, Martin L.; Sharma, Gaurav; Alwan, Wesam S.; Whitehouse, Rebecca L.; Mohanty, Biswaranjan; Scammells, Peter J.; Heras, Begoña; Martin, Jennifer L.; Totsika, Makrina; Capuano, Ben; Doak, Bradley C.; Scanlon, Martin J. [Journal of Medicinal Chemistry, 2020, vol. 63, # 13, p. 6863 - 6875]

64
[ 2578-57-6 ]
C₁₄H₁₇N₇O₆P^(1-) [ No CAS ]
glycinylprolinyladenosine-5'-monophosphate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	With sodium hydroxide In water at 25℃; for 120h;

Reference： [1]Egli, Martin; Jovanovic, Dejana; Pallan, Pradeep S.; Richert, Clemens; Tremmel, Peter [Angewandte Chemie - International Edition, 2020, vol. 59, # 45, p. 20154 - 20160][Angew. Chem., 2020, vol. 132, # 45, p. 20329 - 20335,7]

65
[ 2578-57-6 ]
3,5-dimethoxy-4-(4-N-methyl-L-proline-bisglycinamido)benzoic acid 4-(N,N'-diBoc-guanidine)butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C 2: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 25 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: QINGDAO HAIHE BIOLOGICAL TECH - CN112552211, 2021, A

66
[ 2578-57-6 ]
3,5-dimethoxy-4-(N-methyl-L-proline-diglycinamide)benzoic acid 4-guanidinobutyl ester hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C 2.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 25 °C / Inert atmosphere 3.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 25 °C / Inert atmosphere 3.2: 0.17 h / 20 °C

Reference： [1]Current Patent Assignee: QINGDAO HAIHE BIOLOGICAL TECH - CN112552211, 2021, A

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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

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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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. 2578-57-6 ] {[proInfo.proName]}

Quality Control of [ 2578-57-6 ]

Related Doc. of [ 2578-57-6 ]

Product Details of [ 2578-57-6 ]

Calculated chemistry of [ 2578-57-6 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 2578-57-6 ]

Application In Synthesis of [ 2578-57-6 ]

[ 2578-57-6 ] Synthesis Path-Downstream 1~66

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry