851-59-2

Basic information

• Product Name: lactone of 7-phenylacetamidocephalosporanic acid
• CAS NO: 851-59-2
• Molecular Weight: 330.364
• Mol File: 851-59-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: lactone of 7-phenylacetamidocephalosporanic acid(CAS DataBase Reference)
• NIST Chemistry Reference: lactone of 7-phenylacetamidocephalosporanic acid(851-59-2)
• EPA Substance Registry System: lactone of 7-phenylacetamidocephalosporanic acid(851-59-2)

Safety Data

• Hazardous Substances Data: 851-59-2(Hazardous Substances Data)

Upstream product

• 859-07-4 cephaloram 
• 805-64-1 (6R)-3-acetoxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid 
• 7629-50-7 (6R)-3-hydroxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid 
• 35246-64-1 (6R,7R)-benzhydryl 3-(hydroxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 

Downstream Products

• 56984-16-8 N-(5-Hydroxy-1,7-dioxo-2,2a,5,7-tetrahydro-1H,4H-6-oxa-3-thia-7b-aza-cyclobuta[e]inden-2-yl)-2-phenyl-acetamide 
• 71847-54-6 N-(5-Bromo-1,7-dioxo-2,2a,5,7-tetrahydro-1H,4H-6-oxa-3-thia-7b-aza-cyclobuta[e]inden-2-yl)-2-phenyl-acetamide 
• 1214226-58-0 (6R,7R)-7-benzylcarbonylamino-3-formyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0.]oct-2-ene-2-carboxylic acid benzhydryl ester 

Relevant articles and documents

An improved process for the preparation of diphenylmethyl7β- Phenylacetamido-3-hydroxymethyl-3-cephem-4-carboxylate

An efficient and improved process for the preparation of diphenylmethyl 7-phenylacetamido-3-hydroxymethyl-3-cephem-4-carboxylate was developed. With the commercially available 7-aminocephalosporanic acid (7-ACA) as starting material, up to 73.5% overall isolated yield of the titled compound was synthesized in two steps via direct phenylacetylation with phenylacetyl chloride, followed by basic hydrolysis and esterification with diphenyldiazomethane. The newly developed process obviated the use of protecting groups, reduced the environmental footprint, and could be easily controlled and conveniently scaled up for this pivotal intermediate in cephalosporin chemistry.

Conversion of penicillin to cephalosporin lactones

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