N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester

Base Information

• Chemical Name: N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester
• CAS No.: 106504-64-7
• Molecular Formula: C₂₉H₃₂N₂O₆S
• Molecular Weight: 536.649
• Mol file: 106504-64-7.mol

Synonyms:N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester

Chemical Property of N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester

There total 8 articles about N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl 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: 60.0%

N-Carbobenzoxy-L-tyrosyl azide (69729-15-3) + S-benzyl-L-cysteine ethyl ester (953-18-4) → N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester (106504-64-7)

Guidance literature:

In ethyl acetate; at 20 ℃;

Reference yield:

Z-L-Tyr-OH (1164-16-5) + S-benzyl-L-cysteine ethyl ester hydrochloride (52844-67-4) → N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester (106504-64-7)

Guidance literature:

With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/ja00888a018

Reference yield:

S-benzyl-L-cysteine (3054-01-1,25988-62-9) → N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester (106504-64-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / conc. aq. HCl / benzene / 0.5 h / Heating

2: Et₃N / ethyl acetate / 0.5 h / 75 °C

3: 60 percent / ethyl acetate / 20 °C

With hydrogenchloride; triethylamine; In ethyl acetate; benzene; 1: Esterification / 2: Dehydrochlorination / 3: Acylation;

upstream raw materials:

benzyl (S)-(1-hydrazinyl-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)carbamate

S-benzyl-L-cysteine ethyl ester

Z-L-Tyr-OH

S-benzyl-L-cysteine ethyl ester hydrochloride

Downstream raw materials:

S-benzyl-N-(N-benzyloxycarbonyl-L-tyrosyl)-L-cysteine

N-Carbobenzoxytyrosyl-S-benzylcysteinylhydrazide

N,N'-bis-(N-benzyloxycarbonyl-L-tyrosyl)-L-cystine

N,N'-di-L-tyrosyl-L-cystine

Refernces