benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

Base Information

• Chemical Name: benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate
• CAS No.: 75460-16-1
• Molecular Formula: C₂₄H₂₂N₂O₄
• Molecular Weight: 402.45

Synonyms:benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

Chemical Property of benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

There total 17 articles about benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-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: 90.0%

phenyldiazomethane (908094-04-2) + 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid → benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate (75460-16-1)

Guidance literature:

In methanol; dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.28.1578

Reference yield:

(5S,6S,7S)-5-Benzenesulfinyl-3-methyl-8-oxo-7-phenylacetylamino-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester (75460-18-3,75520-52-4) → benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate (75460-16-1)

Guidance literature:

With triethylamine; In acetonitrile; at 75 - 80 ℃; for 1.5h;

DOI:10.1248/cpb.28.1578

Reference yield:

(5R,6S,7S)-5-Benzenesulfinyl-3-methyl-8-oxo-7-phenylacetylamino-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester (75460-18-3,75520-52-4) → benzyl 7β-phenylacetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate (75460-16-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 75 - 80 ℃; for 5h;

DOI:10.1248/cpb.28.1578

upstream raw materials:

phenyldiazomethane

(5S,6S,7S)-5-Benzenesulfinyl-3-methyl-8-oxo-7-phenylacetylamino-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

(5R,6S,7S)-5-Benzenesulfinyl-3-methyl-8-oxo-7-phenylacetylamino-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

Downstream raw materials:

(5S,6S,7S)-3-Methyl-8-oxo-7-phenylacetylamino-5-phenylsulfanyl-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

(5R,6S,7S)-3-Methyl-8-oxo-7-phenylacetylamino-5-phenylsulfanyl-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

benzyl 7β-amino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylate

benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

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