7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid

Base Information

Chemical Name:7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid
CAS No.:288379-99-7
Molecular Formula:C₃₇H₃₀N₆O₅S₃
Molecular Weight:734.88
Hs Code.:

Synonyms:7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid

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Chemical Property of 7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid

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Technology Process of 7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid

There total 4 articles about 7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid 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: 55.0%

: 128438-02-8
(Z)-2-(2-amino-thiazol-4-yl)-2-trityloxyimino-acetic acid-benzotriazol-1-yl ester

: 7β-amino-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid dihydrochloride

: 288379-99-7
7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid

Guidance literature:: 7β-amino-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid dihydrochloride; With chloro-trimethyl-silane; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

(Z)-2-(2-amino-thiazol-4-yl)-2-trityloxyimino-acetic acid-benzotriazol-1-yl ester; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0968-0896(00)00021-3

Reference yield:

: 4556-23-4
pyridine-4-thiol

: 288379-99-7
7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaI / dimethylformamide / 0.5 h / 20 °C

1.2: 79 percent / dimethylformamide / 0.5 h / 5 °C

2.1: 95 percent / conc. HCl; formic acid / 0.67 h / 20 °C

3.1: trimethylsilyl chloride; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

3.2: 55 percent / tetrahydrofuran; dimethylformamide / 20 °C

With hydrogenchloride; chloro-trimethyl-silane; formic acid; triethylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Substitution / 2.1: Hydrolysis / 3.1: silylation / 3.2: Substitution;
DOI:10.1016/S0968-0896(00)00021-3

Reference yield:

: 112028-91-8
3-chloromethyl-7β-tert-butyloxycarbonylamino-3-cephem-4-carboxylic acid diphenylmethyl ester

: 288379-99-7
7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaI / dimethylformamide / 0.5 h / 20 °C

1.2: 79 percent / dimethylformamide / 0.5 h / 5 °C

2.1: 95 percent / conc. HCl; formic acid / 0.67 h / 20 °C

3.1: trimethylsilyl chloride; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

3.2: 55 percent / tetrahydrofuran; dimethylformamide / 20 °C

With hydrogenchloride; chloro-trimethyl-silane; formic acid; triethylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Substitution / 2.1: Hydrolysis / 3.1: silylation / 3.2: Substitution;
DOI:10.1016/S0968-0896(00)00021-3