(S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester
• CAS No.: 135219-71-5
• Molecular Formula: C₄₁H₆₁N₅O₉
• Molecular Weight: 767.963
• Mol file: 135219-71-5.mol

Synonyms:(S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester

Chemical Property of (S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester

There total 1 articles about (S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric 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)-N-(benzyloxycarbonyl)valine (1149-26-4) + (S)-2-{(R)-2-[(2R,3S)-3-((S)-2-Amino-3-methyl-butyrylamino)-2-hydroxy-pentanoylamino]-4-methyl-pentanoylamino}-3-methyl-butyric acid benzyl ester; compound with trifluoro-acetic acid → (S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester (135219-71-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.49.287

Reference yield: 66.4%

(S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester (135219-71-5) → 2-(2-{3-[2-(2-benzyloxycarbonylamino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid benzyl ester (135219-44-2)

Guidance literature:

With pyridinium trifluroacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dimethyl sulfoxide; for 24h; Ambient temperature;

DOI:10.7164/antibiotics.49.287

Reference yield:

(S)-2-((R)-2-{(2R,3S)-3-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-2-hydroxy-pentanoylamino}-4-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester (135219-71-5) → 2-(2-{3-[2-(2-amino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid (135219-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 66.4 percent / pyridinium trifluoroacetate, EDC-HCl / dimethylsulfoxide / 24 h / Ambient temperature

2: 23.2 percent / hydrogen / Pd black / acetic acid; methanol; H₂O / 27 h / Ambient temperature

With hydrogen; pyridinium trifluroacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium; In methanol; water; acetic acid; dimethyl sulfoxide;

DOI:10.7164/antibiotics.49.287

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

Downstream raw materials:

2-(2-{3-[2-(2-benzyloxycarbonylamino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid benzyl ester

2-(2-{3-[2-(2-amino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid