(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

Base Information

• Chemical Name: (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
• CAS No.: 210777-22-3
• Molecular Formula: C₄₈H₆₂N₆O₁₃
• Molecular Weight: 931.053

Synonyms:(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

Chemical Property of (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

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-carboxy-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 2 articles about (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 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-carboxy-2-phenyl-ethylcarbamoyl)-methyl]-carbamoyl}-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (210777-22-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: DIEA / dimethylformamide

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium; In methanol; acetic acid; N,N-dimethyl-formamide;

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) + Z-Pro-OPfp (17543-45-2) → (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)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Yield given;

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-(2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-5-[((S)-pyrrolidine-2-carbonyl)-amino]-pentanoylamino}-acetylamino)-3-phenyl-propionic acid (210777-42-7)

Guidance literature:

With hydrogen; palladium; In methanol; acetic acid; Yield given;

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

upstream raw materials:

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

Z-Pro-OPfp

(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:

(S)-2-(2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-5-[((S)-pyrrolidine-2-carbonyl)-amino]-pentanoylamino}-acetylamino)-3-phenyl-propionic acid

(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

Carbonic acid 4-[(S)-2-((5S,11R,16aS)-5-benzyl-4,7,10,16-tetraoxo-hexadecahydro-3a,6,9,15-tetraaza-cyclopentacyclopentadecen-11-ylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-phenyl ester tert-butyl ester

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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