(S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid
CAS No.:83148-63-4
Molecular Formula:C₂₅H₂₈N₂O₅
Molecular Weight:436.508
Hs Code.:

Synonyms:(S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

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Chemical Property of (S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

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Technology Process of (S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

There total 14 articles about (S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 22644-27-5
(R)-methylsuccinic acid dimethyl ester

: 83148-63-4
(S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

2: pyridine, HOAc / 1 h / 100 °C

3: 0.5 N aq. NaOH / tetrahydrofuran / 4 h / Ambient temperature

4: 1-hydroxybenzotriazole hydrate, Et₃N, DCC / CH₂Cl₂ / 20 h / Ambient temperature

5: H₂ / Pd/C

With pyridine; sodium hydroxide; hydrogen; acetic acid; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00353a005

Reference yield:

: 498-21-5,636-60-2
2-methylbutanedioic acid

: 83148-63-4
(S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

2: 49.4 percent / 10percent aq. NaOH / diethyl ether / 0 °C

4: pyridine, HOAc / 1 h / 100 °C

5: 0.5 N aq. NaOH / tetrahydrofuran / 4 h / Ambient temperature

6: 1-hydroxybenzotriazole hydrate, Et₃N, DCC / CH₂Cl₂ / 20 h / Ambient temperature

7: H₂ / Pd/C

With pyridine; sodium hydroxide; hydrogen; acetic acid; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jm00353a005

Reference yield:

: 3641-51-8
2-(R)-methylsuccinic acid

: 83148-63-4
(S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 49.4 percent / 10percent aq. NaOH / diethyl ether / 0 °C

3: pyridine, HOAc / 1 h / 100 °C

4: 0.5 N aq. NaOH / tetrahydrofuran / 4 h / Ambient temperature

5: 1-hydroxybenzotriazole hydrate, Et₃N, DCC / CH₂Cl₂ / 20 h / Ambient temperature

6: H₂ / Pd/C

With pyridine; sodium hydroxide; hydrogen; acetic acid; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jm00353a005