benzyl 2-{4-nitroanilino}-2-oxoethylcarbamate

Base Information

• Chemical Name: benzyl 2-{4-nitroanilino}-2-oxoethylcarbamate
• CAS No.: 14235-20-2
• Molecular Formula: C₁₆H₁₅N₃O₅
• Molecular Weight: 329.312
• Mol file: 14235-20-2.mol

Synonyms:Nα-benzyloxycarbonyl-L-glycyl-p-nitroanilide

Chemical Property of benzyl 2-{4-nitroanilino}-2-oxoethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-{4-nitroanilino}-2-oxoethylcarbamate

There total 2 articles about benzyl 2-{4-nitroanilino}-2-oxoethylcarbamate 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: 98.0%

4-nitrophenyl azide (1516-60-5) + Cbz-Gly-ONSuc (2899-60-7) → Nα-benzyloxycarbonyl-L-glycyl-p-nitroanilide (14235-20-2)

Guidance literature:

Cbz-Gly-ONSuc; With sodium hydrogen selenide; In tetrahydrofuran; isopropyl alcohol; at 0 - 5 ℃; for 1h; Inert atmosphere;

4-nitrophenyl azide; In tetrahydrofuran; isopropyl alcohol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.3762/bjoc.7.117

Reference yield: 57.0%

4-nitro-aniline (100-01-6,104810-17-5) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → Nα-benzyloxycarbonyl-L-glycyl-p-nitroanilide (14235-20-2)

Guidance literature:

N-(Benzyloxycarbonyl)glycine; With chloroformic acid ethyl ester; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

4-nitro-aniline; In dichloromethane; at 20 ℃; for 21h;

DOI:10.1016/j.bmc.2017.08.043

Reference yield: 87.0%

Nα-benzyloxycarbonyl-L-glycyl-p-nitroanilide (14235-20-2) → 2-amino-N-(4-nitrophenyl)acetamide hydrobromide

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 2.75h;

DOI:10.1016/j.bmc.2017.08.043

upstream raw materials:

4-nitrophenyl azide

Cbz-Gly-ONSuc

4-nitro-aniline

N-(Benzyloxycarbonyl)glycine

Downstream raw materials:

glycine p-nitroanilide

Boc-Leu-Gly-pNA

H-Leu-Gly-pNA*HCl

Boc-Tyr-Leu-Gly-pNA