benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate

Base Information

• Chemical Name: benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate
• CAS No.: 142966-70-9
• Molecular Formula: C₃₀H₂₉N₃O₆S₂
• Molecular Weight: 591.709

Synonyms:benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate

Chemical Property of benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate

Chemical Property:

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Technology Process of benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate

There total 2 articles about benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate 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: 79.0%

benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate-1-oxide (142966-69-6) → benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate (142966-70-9)

Guidance literature:

With phosphorus trichloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.7164/antibiotics.47.1507

Reference yield:

3-hydroxymethyl-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (29126-13-4) → benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate (142966-70-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 79 percent / PCl₃ / dimethylformamide / 0.5 h / 0 °C

With phosphorus trichloride; In N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.47.1507

Reference yield: 74.0%

benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate (142966-70-9) → benzhydryl 7-amino-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate hydrochloride

Guidance literature:

With pyridine; phosphorus pentachloride; In dichloromethane; at -10 ℃; for 1h;

DOI:10.7164/antibiotics.47.1507

upstream raw materials:

benzhydryl 7-(2-thienylacetamido)-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate-1-oxide

3-hydroxymethyl-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

Downstream raw materials:

benzhydryl 7-<(Z)-2-(2-tritylaminothiazol-4-yl)-2-methoxyiminoacetamido>-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate

(6R,7R)-3-Dimethylcarbamoyloxymethyl-7-{2-[(Z)-fluoromethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

benzhydryl 7-<(Z)-2-(2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetamido>-3-N,N-dimethylcarbamoyloxymethyl-3-cephem-4-carboxylate

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