Z-PHE-ALA-NH2

Base Information

• Chemical Name: Z-PHE-ALA-NH2
• CAS No.: 65118-54-9
• Molecular Formula: C20H23 N3 O4
• Molecular Weight: 369.42
• Mol file: 65118-54-9.mol

Synonyms:Z-PHE-ALA-NH2

Chemical Property of Z-PHE-ALA-NH2

Chemical Property:

• PSA: 110.52000
• LogP: 2.99620
• Storage Temp.: -15°C

Purity/Quality:

HPLC>98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-PHE-ALA-NH2

There total 9 articles about Z-PHE-ALA-NH2 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: 90.0%

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propanoate (28944-94-7,55565-43-0,60513-73-7,71785-45-0,100429-39-8,25422-44-0) → N-(benzyloxycarbonyl)phenylalanyl-alanine amide (65118-54-9)

Guidance literature:

With ammonia; In methanol; for 48h; Ambient temperature;

Reference yield: 88.0%

(S)-alaninamide hydrochloride (33208-99-0) + N-(benzyloxycarbonyl)-L-phenylalanine benzyl ester (60379-01-3) → N-(benzyloxycarbonyl)phenylalanyl-alanine amide (65118-54-9)

Guidance literature:

With S₁₆₆C-SCH₂CH₂NH₃⁺; triethylamine; calcium chloride; In water; N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0957-4166(99)00255-4

Reference yield: 77.0%

N-(tert-butoxycarbonyl)lalanine amide + N-Cbz-L-Phe (1161-13-3) → N-(benzyloxycarbonyl)phenylalanyl-alanine amide (65118-54-9)

Guidance literature:

N-Cbz-L-Phe; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -25 ℃;

N-(tert-butoxycarbonyl)lalanine amide; With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1002/anie.200705858

upstream raw materials:

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propanoate

N-benzyloxycarbonyl-L-phenylalanyl-L-alanine

(S)-alaninamide hydrochloride

N-(benzyloxycarbonyl)-L-phenylalanine benzyl ester

Downstream raw materials:

N-benzyloxycarbonyl-L-phenylalanyl-L-alanine

N-(benzyloxycarbonyl)phenylalanyl-alanine nitrile

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propanoate

L-alanine amide

Refernces

• 1、 Loeser, Reik,Frizler, Maxim,Schilling, Klaus,Guetschow, Michael. "Azadipeptide nitriles: Highly potent and proteolytically stable inhibitors of papain-like cysteine proteases". supporting information; experimental part. p. 4331 - 4334. Retrieved 2009/02/08.
• 2、 Matsumoto, Kazutsugu,Davis, Benjamin G.,Jones, J. Bryan. "Chemically modified "polar patch" mutants of subtilisin in peptide synthesis with remarkably broad substrate acceptance: Designing combinatorial biocatalysts". . p. 4129 - 4137. Retrieved 2007/10/03.