(6R)-3-[[(1-Methyl-1H-tetrazole-5-yl)thio]methyl]-7α-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid diphenylmethyl ester

Base Information

• Chemical Name: (6R)-3-[[(1-Methyl-1H-tetrazole-5-yl)thio]methyl]-7α-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid diphenylmethyl ester
• CAS No.: 53090-86-1
• Molecular Formula: C23H22N6O3S2
• Molecular Weight: 494.598
• Mol file: 53090-86-1.mol

Synonyms:(6R)-3-[[(1-Methyl-1H-tetrazole-5-yl)thio]methyl]-7α-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid diphenylmethyl ester;(6R,7R)-7-Amino-3-[(1-methyl-1H-tetrazol-5-ylthio)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester;(6R,7R)-Benzhydryl 7-amino-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property of (6R)-3-[[(1-Methyl-1H-tetrazole-5-yl)thio]methyl]-7α-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid diphenylmethyl ester

Chemical Property:

• PSA: 166.83000
• LogP: 2.76970

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6R)-3-[[(1-Methyl-1H-tetrazole-5-yl)thio]methyl]-7α-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid diphenylmethyl ester

There total 2 articles about (6R)-3-[[(1-Methyl-1H-tetrazole-5-yl)thio]methyl]-7α-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid diphenylmethyl 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:

(6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid (24209-38-9) + diazodiphenylmethane (908093-98-1) → 7β-amino-3-<<(1-methyl-1H-tetrazol-5-yl)thio>methyl>ceph-3-em-4-oic acid benzhydryl ester (53090-86-1)

Guidance literature:

With toluene-4-sulfonic acid; Yield given. Multistep reaction; 1.) methanol, 25 deg C, 3 h, 2.) dioxane, 25 deg C;

DOI:10.1021/jm00346a024

Reference yield:

→ 7-amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid,diphenylmethyl ester (53090-86-1)

Guidance literature:

aus dem entspr. Saeure mit (C6H5)2CN2;

Reference yield: 92.0%

2-(3,5-dimethylisoxazol-4-yl)acetic acid (2510-27-2) + 7β-amino-3-<<(1-methyl-1H-tetrazol-5-yl)thio>methyl>ceph-3-em-4-oic acid benzhydryl ester (53090-86-1) → diphenylmethyl 7β-(3,5-dimethylisoxazol-4-yl-acetamido)-3-<(1-methyltetrazol-5-yl)-thiomethyl>-ceph-3-em-4-carboxylate

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 21h;

DOI:10.1007/BF02256810

upstream raw materials:

(6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid

diazodiphenylmethane

Downstream raw materials:

7-((Z)-3-Chloro-2-thiazol-4-yl-acryloylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(R)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylimino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(R)-7-methylsulfanylimino-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(6R)-7t-[(R)-2-(4-methoxy-benzyloxycarbonylamino)-2-thiophen-2-yl-acetylamino]-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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