(6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

Chemical Name:(6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
CAS No.:90913-41-0
Molecular Formula:C₄₃H₃₆N₂O₅S
Molecular Weight:692.835
Hs Code.:

(6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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Chemical Property of (6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-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)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 7 articles about (6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-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: 43.0%

: 90913-26-1
diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-methyl-3-cephem-4-carboxylate

: 90913-41-0
(6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: In diethyl ether; for 1h; Irradiation;
DOI:10.1021/jm00375a026

Reference yield:

: 22252-43-3,26395-99-3,70287-30-8,72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 90913-41-0
(6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Et₃N, dimethylaniline, 2.) trimethylsilyl chloride

2: 76 percent / CH₂Cl₂ / 1 h

3: 94 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 5 °C

4: 1.) LDA / 1.) THF, hexane, HMPA, -23 deg C, 2.) THF, hexane, HMPA, -25 deg C, 3 h

5: 58 percent / acetic anhydride, trifluoroacetic anhydride, 2,6-lutidine / CH₂Cl₂ / 15 h / Ambient temperature

6: 43 percent / diethyl ether / 1 h / Irradiation

With 2,6-dimethylpyridine; chloro-trimethyl-silane; acetic anhydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-Dimethylaniline; trifluoroacetic anhydride; lithium diisopropyl amide; In diethyl ether; dichloromethane;
DOI:10.1021/jm00375a026

Reference yield:

: 76-83-5
trityl chloride

: 90913-41-0
(6R,7R)-4-[1-Methoxycarbonyl-meth-(E)-ylidene]-3-methyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Et₃N, dimethylaniline, 2.) trimethylsilyl chloride

2: 76 percent / CH₂Cl₂ / 1 h

3: 94 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 5 °C

4: 1.) LDA / 1.) THF, hexane, HMPA, -23 deg C, 2.) THF, hexane, HMPA, -25 deg C, 3 h

5: 58 percent / acetic anhydride, trifluoroacetic anhydride, 2,6-lutidine / CH₂Cl₂ / 15 h / Ambient temperature

6: 43 percent / diethyl ether / 1 h / Irradiation

With 2,6-dimethylpyridine; chloro-trimethyl-silane; acetic anhydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-Dimethylaniline; trifluoroacetic anhydride; lithium diisopropyl amide; In diethyl ether; dichloromethane;
DOI:10.1021/jm00375a026