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

Base Information

Chemical Name:(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-3-cephem-4-carboxylate diphenylmethyl ester
CAS No.:189449-55-6
Molecular Formula:C₄₄H₃₄ClN₅O₅S₃
Molecular Weight:844.435
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

There total 6 articles about (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-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: 95.0%

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

: 189449-55-6
(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-3-cephem-4-carboxylate diphenylmethyl ester

Guidance literature:: With sodium hydrogensulfide; In N,N-dimethyl-formamide; at -20 ℃; for 0.25h;
DOI:10.7164/antibiotics.53.1272

Reference yield:

: 76-83-5
trityl chloride

: 189449-55-6
(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-3-cephem-4-carboxylate diphenylmethyl ester

Guidance literature:: Multi-step reaction with 5 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

5: 95 percent / sodium hydrogen sulfide hydrate / dimethylformamide / 0.25 h / -20 °C

With pyridine; potassium hydroxide; N-chloro-succinimide; sodium hydrogensulfide; 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

: 189449-55-6
(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-3-cephem-4-carboxylate diphenylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 95 percent / sodium hydrogen sulfide hydrate / dimethylformamide / 0.25 h / -20 °C

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