(6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 64278-66-6
• Molecular Formula: C₃₀H₂₈N₆O₃S₃
• Molecular Weight: 616.789

Synonyms:(6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property of (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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Technology Process of (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 2 articles about (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl 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: 91.8%

p-methylbenzenesulfenyl chloride (933-00-6) + 7β-amino-3-<<(1-methyl-1H-tetrazol-5-yl)thio>methyl>ceph-3-em-4-oic acid benzhydryl ester (53090-86-1) → (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (64278-66-6)

Guidance literature:

With methyloxirane; In dichloromethane; at 0 - 5 ℃; for 1h; molecular sieves;

DOI:10.1021/ja00525a038

Reference yield: 64.7%

p-methylbenzenesulfenyl chloride (933-00-6) + 7β-amino-3-<<(1-methyl-1H-tetrazol-5-yl)thio>methyl>ceph-3-em-4-oic acid benzhydryl ester (53090-86-1) → (6R)-7-<<(4-methylphenyl)thio>imino>-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 (64278-67-7) + (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (64278-66-6) + C37H34N6O3S4 (64278-68-8)

Guidance literature:

With methyloxirane; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ja00525a038

Reference yield:

p-methylbenzenesulfenyl chloride (933-00-6) + (6R,7R)-3-(1-Methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (64278-66-6) → di(p-tolyl) disulfide (103-19-5) + (6R)-7-<<(4-methylphenyl)thio>imino>-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 (64278-67-7)

Guidance literature:

With methyloxirane; In dichloromethane; molecular sieves;

DOI:10.1021/ja00525a038

upstream raw materials:

p-methylbenzenesulfenyl chloride

7β-amino-3-<<(1-methyl-1H-tetrazol-5-yl)thio>methyl>ceph-3-em-4-oic acid benzhydryl ester

Downstream raw materials:

di(p-tolyl) disulfide

(6R)-7-<<(4-methylphenyl)thio>imino>-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

(6R-cis)-7-amino-7-<(4-methylphenyl)thio>-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

(6R,7S)-7-Methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester

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