(S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic acid methyl ester
• CAS No.: 754928-89-7
• Molecular Formula: C₃₈H₅₆N₆O₇S₂
• Molecular Weight: 773.031
• Mol file: 754928-89-7.mol

Synonyms:

Chemical Property of (S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic acid methyl ester

There total 7 articles about (S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic 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:

Z-Cys(Bzl)-Gln-Ile-Cys(Bzl)-Leu-OMe (76314-51-7) → (S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic acid methyl ester (754928-89-7)

Guidance literature:

With hydrogen bromide; acetic acid; methoxybenzene; In acetic acid;

DOI:10.1248/cpb.28.2105

Reference yield:

benzyloxycarbonyl-S-benzylcysteine (3257-18-9) → (S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic acid methyl ester (754928-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Et₃N, ethylchloroformate / 1.) -10 deg C; 2.) DMF, buffer Et₃N (pH 8), 5 h

2: anisole, 25 percent HBr/AcOH / acetic acid

With hydrogen bromide; chloroformic acid ethyl ester; acetic acid; methoxybenzene; triethylamine; In acetic acid;

DOI:10.1248/cpb.28.2105

Reference yield:

Cbz-L-Gln (2650-64-8) → (S)-2-((R)-2-{(2S,3S)-2-[(S)-2-((R)-2-Amino-3-benzylsulfanyl-propionylamino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-3-benzylsulfanyl-propionylamino)-4-methyl-pentanoic acid methyl ester (754928-89-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Et₃N, ethylchloroformate / 1.) DMF, -10 deg C; 2.) DMF, buffer Et₃N (pH 8), 0 deg C, 5 h

2: anisole, 25 percent HBr/AcOH / acetic acid

3: 1.) Et₃N, ethylchloroformate / 1.) -10 deg C; 2.) DMF, buffer Et₃N (pH 8), 5 h

4: anisole, 25 percent HBr/AcOH / acetic acid

With hydrogen bromide; chloroformic acid ethyl ester; acetic acid; methoxybenzene; triethylamine; In acetic acid;

DOI:10.1248/cpb.28.2105

upstream raw materials:

Z-Cys(Bzl)-Gln-Ile-Cys(Bzl)-Leu-OMe

benzyloxycarbonyl-S-benzylcysteine

Cbz-L-Gln

(S)-2-[(R)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-benzylsulfanyl-propionylamino]-4-methyl-pentanoic acid methyl ester

Downstream raw materials:

Z-Leu-Gly-Cys(Bzl)-Gln-Ile-Cys(Bzl)-Leu-OMe

Z-Leu-Gly-Cys(Bzl)-Gln-Ile-Cys(Bzl)-Leu-NHNH₂