(S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester
• CAS No.: 109318-16-3
• Molecular Formula: C₃₀H₄₁N₃O₆
• Molecular Weight: 539.672
• Mol file: 109318-16-3.mol

Synonyms:(S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester

Chemical Property of (S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester

There total 1 articles about (S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic 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:

3-Phenylpropionic acid (501-52-0) → (S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester (109318-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / DCC / 1,2-dimethoxy-ethane / Ambient temperature

2: DIEA / dimethylformamide / 2 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00388a002

Reference yield:

(S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester (109318-16-3) → (S)-3-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(3-phenyl-propionylamino)-propionic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoroacetic acid, 2.) DIEA / 1.) 30 min, 2.) DMF, RT, 2 h

2: 87 percent / H₂ / 10percent Pd/C / ethanol; dimethylformamide / 4 h / 760 Torr / Ambient temperature

With hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00388a002

Reference yield:

2,5-dioxopyrrolidin-1-yl N-(tert-butoxycarbonyl)-L-tryptophanate (3392-11-8) + (S)-3-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(3-phenyl-propionylamino)-propionic acid benzyl ester (109318-16-3) → (S)-3-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(3-phenyl-propionylamino)-propionic acid benzyl ester

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; Yield given. Multistep reaction; 1.) 30 min, 2.) DMF, RT, 2 h;

DOI:10.1021/jm00388a002

upstream raw materials:

3-Phenylpropionic acid