(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

Base Information

Chemical Name:(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester
CAS No.:189449-54-5
Molecular Formula:C₄₄H₃₃Cl₂N₅O₅S₂
Molecular Weight:846.815
Hs Code.:

Synonyms:(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

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Chemical Property of (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

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Technology Process of (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

There total 5 articles about (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate 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: 65.0%

: 189449-52-3
(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid

: 7-amino-3-chlorocephalosporanic acid diphenylmethyl ester toluenesulfonic acid salt

: 189449-54-5
(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

Guidance literature:: With pyridine; trichlorophosphate; In tetrahydrofuran; for 0.5h; cooling;
DOI:10.7164/antibiotics.53.1272

Reference yield:

: 76-83-5
trityl chloride

: 189449-54-5
(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: T-BuOK / tetrahydrofuran

2: KOH / ethanol / Saponification

3: 71 percent / N-chlorosuccinimide / dimethylformamide / 20 °C

4: 65 percent / pyridine; POCl₃ / tetrahydrofuran / 0.5 h / cooling

With pyridine; potassium hydroxide; N-chloro-succinimide; potassium tert-butylate; trichlorophosphate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.53.1272

Reference yield:

: 128438-01-7
(Z)-2-(2-aminothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid

: 189449-54-5
(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / N-chlorosuccinimide / dimethylformamide / 20 °C

2: 65 percent / pyridine; POCl₃ / tetrahydrofuran / 0.5 h / cooling

With pyridine; N-chloro-succinimide; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.53.1272