N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine

Base Information

• Chemical Name: N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine
• CAS No.: 943531-07-5
• Molecular Formula: C₂₀H₁₉N₃O₉S
• Molecular Weight: 477.452
• Mol file: 943531-07-5.mol

Synonyms:N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine

Chemical Property of N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine

There total 5 articles about N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine 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: 100.0%

N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester (943531-12-2) → N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine (943531-07-5)

Guidance literature:

With trifluoroacetic acid; In chloroform; at 0 ℃; for 1h;

DOI:10.1139/V07-011

Reference yield:

N-benzyloxycarbonyl-L-cysteinylglycine tert-butyl ester (1013328-76-1) → N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine (943531-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 mg / DIEA / 0.25 h / 0 °C

2: 100 percent / CF₃COOH / CHCl₃ / 1 h / 0 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In chloroform;

DOI:10.1139/V07-011

Reference yield:

N,N'-bis(benzyloxycarbonyl)-L-cystine (6968-11-2) → N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine (943531-07-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / DIEA; TBTU / acetonitrile / 20 °C

2: sodium borohydride / ethanol; CHCl₃ / 0.5 h / 20 °C

3: 68 mg / DIEA / 0.25 h / 0 °C

4: 100 percent / CF₃COOH / CHCl₃ / 1 h / 0 °C

With sodium tetrahydroborate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; chloroform; acetonitrile;

DOI:10.1139/V07-011

upstream raw materials:

N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

N-benzyloxycarbonyl-L-cysteinylglycine tert-butyl ester

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

benzyl chloroformate