diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt

Base Information

Chemical Name:diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt
CAS No.:90913-31-8
Molecular Formula:C₇H₈O₃S*C₂₆H₂₄N₂O₇S
Molecular Weight:680.756
Hs Code.:

Synonyms:diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt

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Chemical Property of diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt

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Technology Process of diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt

There total 6 articles about diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt 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: 68.0%

: 104-15-4
toluene-4-sulfonic acid

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

: 90913-31-8
diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt

Guidance literature:: In acetone; at 5 ℃; for 3h;
DOI:10.1021/jm00375a026

Reference yield:

: 957-68-6
7-Aminocephalosporanic acid

: 90913-31-8
diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt

Guidance literature:: Multi-step reaction with 6 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

6: 68 percent / acetone / 3 h / 5 °C

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

Reference yield:

: 105240-10-6
(6R,7R)-3-Acetoxymethyl-8-oxo-7-(trityl-amino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 90913-31-8
diphenylmethyl 7β-amino-2-<(Z)-(methoxycarbonyl)methylene>-3-(acetoxymethyl)-3-cephem-4-carboxylate p-toluenesulfonic acid salt

Guidance literature:: Multi-step reaction with 5 steps

1: CH₂Cl₂ / 1 h

2: 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 5 °C

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

4: 49 percent / acetic anhydride, trifluoroacetic anhydride, 2,6-lutidine / CH₂Cl₂ / 15 h / Ambient temperature

5: 68 percent / acetone / 3 h / 5 °C

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