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

Base Information

• Chemical Name: diphenylmethyl p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanate
• CAS No.: 726201-90-7
• Molecular Formula: C₄₇H₄₆N₆O₁₅S
• Molecular Weight: 966.979
• Mol file: 726201-90-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about diphenylmethyl p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanate 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: 61.0%

benzhydryl 7-aminocephalosporanate (27266-61-1,54600-89-4) + p-nitrobenzyl N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelate (726201-88-3) → diphenylmethyl p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanate (726201-90-7)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1021/ja048850s

Reference yield:

N-[[(4-Nitrophenyl)methoxy]carbonyl]glycine (4596-53-6) → diphenylmethyl p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanate (726201-90-7)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1021/ja048850s

Reference yield:

7-Aminocephalosporanic acid (957-68-6) → diphenylmethyl p-nitrobenzyl 7-[N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelyl]aminocephalosporanate (726201-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 23 percent / aq. p-toluenesulfonic acid / acetonitrile / 48 h

2: 61 percent / 1-hydroxybenzotriazole; EDC / dimethylformamide / 6 h / 20 °C

With benzotriazol-1-ol; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja048850s

upstream raw materials:

benzhydryl 7-aminocephalosporanate

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

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

7-Aminocephalosporanic acid

Downstream raw materials:

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