N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester
• CAS No.: 481054-28-8
• Molecular Formula: C₂₇H₃₄ClN₃O₆
• Molecular Weight: 532.036
• Mol file: 481054-28-8.mol

Synonyms:N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester

Chemical Property of N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester

There total 4 articles about N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl 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: 54.0%

L-carbobenzyloxy-β-chloroalanine (7625-65-2) + H-Phe-Ala-OtBu (80870-40-2) → N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester (481054-28-8)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 22h;

DOI:10.1021/jo0204653

Reference yield:

N-Cbz-L-Phe (1161-13-3) → N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester (481054-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / EDC; HOBt; Et₃N / CH₂Cl₂ / 20 h / 20 °C

2: 100 percent / H₂ / 5percent Pd/C / methanol / 20 h / 20 °C / 760.05 Torr

3: 54 percent / EDC; HOBt / CH₂Cl₂ / 22 h / 20 °C

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 5percent Pd/C; In methanol; dichloromethane;

DOI:10.1021/jo0204653

Reference yield:

tert-butyl L-alaninate hydrochloride (13404-22-3) → N-(benzyloxycarbonyl)-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester (481054-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / EDC; HOBt; Et₃N / CH₂Cl₂ / 20 h / 20 °C

2: 100 percent / H₂ / 5percent Pd/C / methanol / 20 h / 20 °C / 760.05 Torr

3: 54 percent / EDC; HOBt / CH₂Cl₂ / 22 h / 20 °C

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 5percent Pd/C; In methanol; dichloromethane;

DOI:10.1021/jo0204653

upstream raw materials:

L-carbobenzyloxy-β-chloroalanine

H-Phe-Ala-OtBu

N-Cbz-L-Phe

tert-butyl L-alaninate hydrochloride

Downstream raw materials:

N-acetylglycyl-L-leucyl-3-chloro-L-alanyl-L-phenylalanyl-L-alanine tert-butyl ester

N-acetylglycyl-L-leucyl-3-chloro-L-alanyl-L-phenylalanyl-L-alanine