(S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester
• CAS No.: 813451-43-3
• Molecular Formula: C₃₂H₄₉N₅O₈
• Molecular Weight: 631.77
• Mol file: 813451-43-3.mol

Synonyms:(S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester

Chemical Property of (S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester

There total 2 articles about (S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl 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: 65.0%

(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester (328086-60-8) + Ac-Val-Thr(OBn)-Leu-OH → (S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester (813451-43-3)

Guidance literature:

(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester; With trifluoroacetic acid; In dichloromethane;

Ac-Val-Thr(OBn)-Leu-OH; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Further stages.;

DOI:10.1021/jm061425k

Reference yield:

Ac-Val-Thr(OBn)-Leu-OH + (S)-2-Amino-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester; compound with trifluoro-acetic acid → (S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester (813451-43-3)

Guidance literature:

Ac-Val-Thr(OBn)-Leu-OH; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

(S)-2-Amino-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester; compound with trifluoro-acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1021/jm0494873

Reference yield: 100.0%

(S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester (813451-43-3) → (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid (936371-47-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;

DOI:10.1021/jm061425k

upstream raw materials:

(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester

Downstream raw materials:

(2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid