(S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 210777-26-7
• Molecular Formula: C₄₈H₆₃N₇O₁₂
• Molecular Weight: 930.068

Synonyms:(S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of (S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 3 articles about (S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester 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:

(S)-2-(2-{(R)-5-Benzyloxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-pentanoylamino}-acetylamino)-3-phenyl-propionic acid (210777-21-2) → (S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (210777-26-7)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd black / methanol; aq. acetic acid

2: DIEA / dimethylformamide

3: ammonium benzotriazol-1-olate, dicyclohexylcarbodiimide / dimethylformamide

With 1-hydroxy-1H-benzotriazole ammonium salt; hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium; In methanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80060-3

Reference yield:

(S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carboxy-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (210777-22-3) → (S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (210777-26-7)

Guidance literature:

With 1-hydroxy-1H-benzotriazole ammonium salt; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; Yield given;

DOI:10.1016/S0223-5234(98)80060-3

Reference yield:

(S)-2-(2-{(R)-5-Amino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-pentanoylamino}-acetylamino)-3-phenyl-propionic acid (210777-41-6) → (S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (210777-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DIEA / dimethylformamide

2: ammonium benzotriazol-1-olate, dicyclohexylcarbodiimide / dimethylformamide

With 1-hydroxy-1H-benzotriazole ammonium salt; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80060-3

upstream raw materials:

(S)-2-((R)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-4-{[((S)-1-carboxy-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

(S)-2-(2-{(R)-5-Amino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-pentanoylamino}-acetylamino)-3-phenyl-propionic acid

(S)-2-(2-{(R)-5-Benzyloxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-pentanoylamino}-acetylamino)-3-phenyl-propionic acid

Downstream raw materials:

Carbonic acid 4-((S)-2-tert-butoxycarbonylamino-2-{(R)-1-{[((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-4-[((S)-pyrrolidine-2-carbonyl)-amino]-butylcarbamoyl}-ethyl)-phenyl ester tert-butyl ester

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