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

Base Information

• Chemical Name: p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanic acid
• CAS No.: 726201-91-8
• Molecular Formula: C₃₄H₃₆N₆O₁₅S
• Molecular Weight: 800.757
• Mol file: 726201-91-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanic acid 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: 64.0%

diphenylmethyl p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanate (726201-90-7) → p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanic acid (726201-91-8)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.5h;

DOI:10.1021/ja048850s

Reference yield:

benzhydryl 7-aminocephalosporanate (27266-61-1,54600-89-4) → p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanic acid (726201-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / 1-hydroxybenzotriazole; EDC / dimethylformamide / 6 h / 20 °C

2: 64 percent / trifluoroacetic acid / 0.5 h / 20 °C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/ja048850s

Reference yield:

N-[[(4-Nitrophenyl)methoxy]carbonyl]glycine (4596-53-6) → p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanic acid (726201-91-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 37 percent / EDC / dimethylformamide / 24 h / 4 °C

2.1: 70 percent / aq. NaHCO₃ / 1,2-dimethoxy-ethane / 7 h / 20 °C

3.1: dicyclohexylamine / dimethylformamide / 0.08 h / 75 - 85 °C

3.2: 72 percent / dimethylformamide / 75 - 80 °C

4.1: 61 percent / 1-hydroxybenzotriazole; EDC / dimethylformamide / 6 h / 20 °C

5.1: 64 percent / trifluoroacetic acid / 0.5 h / 20 °C

With sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-cyclohexyl-cyclohexanamine; trifluoroacetic acid; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/ja048850s

upstream raw materials:

diphenylmethyl p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanate

benzhydryl 7-aminocephalosporanate

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

7-Aminocephalosporanic acid