N-[(benzyloxy)carbonyl]alanylvalinamide

Base Information

• Chemical Name: N-[(benzyloxy)carbonyl]alanylvalinamide
• CAS No.: 70497-50-6
• Molecular Formula: C₁₆H₂₃N₃O₄
• Molecular Weight: 321.376
• Mol file: 70497-50-6.mol

Synonyms:

Chemical Property of N-[(benzyloxy)carbonyl]alanylvalinamide

Chemical Property:

• Vapor Pressure: 4.83E-14mmHg at 25°C
• Boiling Point: 593.2°Cat760mmHg
• Flash Point: 312.6°C
• Density: 1.17g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(benzyloxy)carbonyl]alanylvalinamide

There total 7 articles about N-[(benzyloxy)carbonyl]alanylvalinamide 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: 63.0%

Cbz-alanine ethyl ester (60625-90-3,72604-33-2) + (S)-2-amino-3-methylbutanamide hydrochloride (3014-80-0) → Z-(S)-Ala-(S)-Val-NH2 (70497-50-6)

Guidance literature:

With sodium carbonate decahydrate; L-Cysteine; papain; for 2h; Milling; Enzymatic reaction;

DOI:10.1039/c7gc00615b

Reference yield: 19.0%

N-Cbz-Ala (1142-20-7) + (S)-2-amino-3-methylbutanamide hydrochloride (3014-80-0) → Z-(S)-Ala-(S)-Val-NH2 (70497-50-6)

Guidance literature:

With phosphate buffer; pronase EC 3.4.24.4; triethylamine; In ethyl acetate; at 30 ℃; for 24h;

Reference yield:

Z-L-Ala carbamoylmethyl ester (4816-87-9) + (S)-2-amino-3-methylbutanamide hydrochloride (3014-80-0) → N-Cbz-Ala (1142-20-7) + Z-(S)-Ala-(S)-Val-NH2 (70497-50-6)

Guidance literature:

With α-chymotrypsin immobilised on Celite; triethylamine; In acetonitrile; at 30 ℃; for 48h; pH=7.8;

DOI:10.1039/b108735p

upstream raw materials:

N-Cbz-Ala

(S)-2-amino-3-methylbutanamide hydrochloride

(S)-2-benzyloxycarbonylamino-propionic acid methyl ester

Z-L-Ala carbamoylmethyl ester

Refernces

• 1、 Miyazawa, Toshifumi,Ensatsu, Eiichi,Yabuuchi, Nobuhiro,Yanagihara, Ryoji,Yamada, Takashi. "Superiority of the carbamoylmethyl ester as an acyl donor for the kinetically controlled amide-bond formation mediated by α-chymotrypsin". . p. 390 - 395. Retrieved 2007/10/03.