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

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Chemical Name:7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(E)-2-(3-pyridyl)thiovinyl]-3-cephem-4-carboxylic acid
CAS No.:288379-65-7
Molecular Formula:C₃₈H₃₀N₆O₅S₃
Molecular Weight:746.891
Hs Code.:

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

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

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

There total 4 articles about 7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(E)-2-(3-pyridyl)thiovinyl]-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%

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

: 7β-amino-3-[(E)-2-(3-pyridyl)thiovinyl]-3-cephem-4-carboxylic acid dihydrochloride

: 288379-65-7
7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(E)-2-(3-pyridyl)thiovinyl]-3-cephem-4-carboxylic acid

Guidance literature:: (Z)-2-(2-aminothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 5 ℃; for 0.5h;

7β-amino-3-[(E)-2-(3-pyridyl)thiovinyl]-3-cephem-4-carboxylic acid dihydrochloride; With N,O-bis-(trimethylsilyl)-acetamide; In N,N-dimethyl-formamide; at 5 ℃; for 0.166667h;

In N,N-dimethyl acetamide; N,N-dimethyl-formamide; at 5 ℃; for 0.5h;
DOI:10.1016/S0968-0896(00)00021-3

Reference yield:

: 16133-26-9
pyridine-3-thiol

: 288379-65-7
7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(E)-2-(3-pyridyl)thiovinyl]-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / N,N-diisopropylethylamine / dimethylformamide / 20 °C

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

3.1: K₂CO₃ / N,N-dimethyl-acetamide / 0.5 h / 5 °C

3.2: N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 0.17 h / 5 °C

3.3: 55 percent / dimethylformamide; N,N-dimethyl-acetamide / 0.5 h / 5 °C

With hydrogenchloride; formic acid; potassium carbonate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Hydrolysis / 3.1: mesylation / 3.2: silylation / 3.3: Substitution;
DOI:10.1016/S0968-0896(00)00021-3

Reference yield:

: 93068-78-1
diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(E)-2-(3-pyridyl)thiovinyl]-3-cephem-4-carboxylate

: 288379-65-7
7β-[2-(Z)-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(E)-2-(3-pyridyl)thiovinyl]-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / conc. HCl; formic acid / 0.67 h / 20 °C

2.1: K₂CO₃ / N,N-dimethyl-acetamide / 0.5 h / 5 °C

2.2: N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 0.17 h / 5 °C

2.3: 55 percent / dimethylformamide; N,N-dimethyl-acetamide / 0.5 h / 5 °C

With hydrogenchloride; formic acid; potassium carbonate; In N,N-dimethyl acetamide; 1.1: Hydrolysis / 2.1: mesylation / 2.2: silylation / 2.3: Substitution;
DOI:10.1016/S0968-0896(00)00021-3