diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate

Base Information

Chemical Name:diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate
CAS No.:90913-27-2
Molecular Formula:C₄₅H₃₈N₂O₇S
Molecular Weight:750.872
Hs Code.:

Synonyms:diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate

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Chemical Property of diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate

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Technology Process of diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate

There total 6 articles about diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate 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: 49.0%

: 90913-25-0
diphenylmethyl 7β-(tritylamino)-2α-<(methoxycarbonyl)methyl>-3-(acetoxymethyl)-3-cephem-4-carboxylate 1-oxide

: 90913-27-2
diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate

Guidance literature:: With 2,6-dimethylpyridine; acetic anhydride; trifluoroacetic anhydride; In dichloromethane; for 15h; Ambient temperature;
DOI:10.1021/jm00375a026

Reference yield:

: 76-83-5
trityl chloride

: 90913-27-2
diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

2: CH₂Cl₂ / 1 h

3: 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: 49 percent / acetic anhydride, trifluoroacetic anhydride, 2,6-lutidine / CH₂Cl₂ / 15 h / Ambient temperature

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

Reference yield:

: 957-68-6
7-Aminocephalosporanic acid

: 90913-27-2
diphenylmethyl 7β-(tritylamino)-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

2: CH₂Cl₂ / 1 h

3: 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: 49 percent / acetic anhydride, trifluoroacetic anhydride, 2,6-lutidine / CH₂Cl₂ / 15 h / Ambient temperature

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