(S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: (S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 1027234-99-6
• Molecular Formula: C₂₈H₃₃N₃O₈
• Molecular Weight: 539.585
• Mol file: 1027234-99-6.mol

Synonyms:(S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of (S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 1 articles about (S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl 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)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → (S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (1027234-99-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 5 ℃; for 14h;

DOI:10.1021/jm058289o

Reference yield:

(S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (1027234-99-6) → [(1S,2S)-1-((S)-2-Benzyloxy-1-{(S)-1-[(S)-1-((E)-2-methanesulfonyl-vinyl)-3-methyl-butylcarbamoyl]-ethylcarbamoyl}-ethylcarbamoyl)-2-methyl-butyl]-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran; H₂O / 14.5 h / pH 5.5 - 8.5

2.1: N-methylmorpholine; isobutylchloroformate / tetrahydrofuran / 0.17 h / cooling

2.2: N-methylmorpholine / tetrahydrofuran / 0.5 h

With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; In tetrahydrofuran; water;

DOI:10.1021/jm058289o

Reference yield:

(S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (1027234-99-6) + L-alanin (56-41-7,25191-17-7,18875-37-1) → (S)-2-[(S)-3-Benzyloxy-2-((2S,3S)-2-benzyloxycarbonylamino-3-methyl-pentanoylamino)-propionylamino]-propionic acid

Guidance literature:

With triethylamine; In tetrahydrofuran; water; for 14.5h; pH=5.5 - 8.5;

DOI:10.1021/jm058289o

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione