Z-ALA-GLY-NH2

Base Information

• Chemical Name: Z-ALA-GLY-NH2
• CAS No.: 4976-59-4
• Molecular Formula: C13H17 N3 O4
• Molecular Weight: 279.296
• Mol file: 4976-59-4.mol

Synonyms:Carbamicacid, [1-[(carbamoylmethyl)carbamoyl]ethyl]-, benzyl ester (7CI); Carbamicacid, [1-[(carbamoylmethyl)carbamoyl]ethyl]-, benzyl ester, L- (8CI);N-Carbobenzoxy-alanyl-glycinamide; N-Carboxy-L-alanylglycinamide benzyl ester

Chemical Property of Z-ALA-GLY-NH2

Chemical Property:

• PSA: 110.52000
• LogP: 1.38490
• Storage Temp.: -15°C

Purity/Quality:

98%Min ^*data from raw suppliers

Z-ALA-GLY-NH2 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-ALA-GLY-NH2

There total 8 articles about Z-ALA-GLY-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: 99.0%

glycinamide hydrochloride (1668-10-6) + Z-L-Ala benzyl ester (88718-12-1) → CBZ-L-alanylglycinamide (4976-59-4)

Guidance literature:

With triethylamine; enzyme mutant SBL-S₁₆₆C-S-(CH₂)2-NMe₃⁽¹⁺⁾; In water; N,N-dimethyl-formamide; at 20 ℃; for 5h; pH=5.8;

DOI:10.1002/1521-3765(20020916)8:18<4129::AID-CHEM4129>3.0.CO;2-V

Reference yield: 73.0%

N-Cbz-Ala (1142-20-7) + glycinamide hydrochloride (1668-10-6) → CBZ-L-alanylglycinamide (4976-59-4)

Guidance literature:

N-Cbz-Ala; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 2h;

glycinamide hydrochloride; With triethylamine; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1021/ol991264x

Reference yield:

Z-L-Ala carbamoylmethyl ester (4816-87-9) + glycinamide hydrochloride (1668-10-6) → N-Cbz-Ala (1142-20-7) + CBZ-L-alanylglycinamide (4976-59-4)

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:

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

H-Gly-NH₂

glycinamide hydrochloride

Z-L-Ala benzyl ester

Downstream raw materials:

N-[((2S)-benzyloxycarbonylamino-propionylamino)methyl]-2-methanesulfanyl succinamic acid benzyl ester

N-[((2S)-benzyloxycarbonylamino-propionylamino)methyl]-(2R)-methanesufanyl-succinamic acid benzyl 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.
• 2、 Sutton,Clardy. "Synthesis and biological evaluation of analogues of the antibiotic pantocin B". . p. 9935 - 9946. Retrieved 2007/10/03.