N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester

Base Information

• Chemical Name: N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester
• CAS No.: 161855-69-2
• Molecular Formula: C₁₄H₁₃N₃O₈
• Molecular Weight: 351.273
• Mol file: 161855-69-2.mol

Synonyms:N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester

Chemical Property of N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester

There total 5 articles about N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide 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: 93.0%

Succinimide (123-56-8,89963-74-6) + N-[[(4-Nitrophenyl)methoxy]carbonyl]glycine (4596-53-6) → N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester (161855-69-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane; Ambient temperature;

DOI:10.1016/S0960-894X(97)00281-3

Reference yield: 37.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-[[(4-Nitrophenyl)methoxy]carbonyl]glycine (4596-53-6) → N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester (161855-69-2)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 4 ℃; for 24h;

DOI:10.1021/ja048850s

Reference yield:

4-nitrobenzyl chloroformate (4457-32-3) → N-(p-nitrobenzyloxycarbonyl)glycine N-hydroxysuccinimide ester (161855-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH

1.2: 78.5 percent / aq. NaOH / dioxane / cooling

2.1: 37 percent / EDC / dimethylformamide / 24 h / 4 °C

With sodium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/ja048850s

upstream raw materials:

Succinimide

N-[[(4-Nitrophenyl)methoxy]carbonyl]glycine

1-hydroxy-pyrrolidine-2,5-dione

4-nitrobenzyl chloroformate

Downstream raw materials:

N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelic acid

p-nitrobenzyl N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelate

p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanic acid

bis(p-nitrobenzyl) 6-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminopenicillanate