30200-14-7

Basic information

• Product Name: (2S,5R,6R)-3,3-Dimethyl-6-(phenylacetylamino)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester
• Synonyms: (2S,5R,6R)-3,3-Dimethyl-6-(phenylacetylamino)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester;(2S,5β)-3,3-Dimethyl-7-oxo-6α-(phenylacetylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid 4-methoxybenzyl ester;Penicillin G 4-methoxybenzyl ester
• CAS NO: 30200-14-7
• Molecular Formula: C₂₄H₂₆N₂O₅S
• Molecular Weight: 454.54
• Mol File: 30200-14-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S,5R,6R)-3,3-Dimethyl-6-(phenylacetylamino)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R,6R)-3,3-Dimethyl-6-(phenylacetylamino)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester(30200-14-7)
• EPA Substance Registry System: (2S,5R,6R)-3,3-Dimethyl-6-(phenylacetylamino)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester(30200-14-7)

Safety Data

• Hazardous Substances Data: 30200-14-7(Hazardous Substances Data)

Upstream product

• 113-98-4 Penicillin G potassium 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 104445-06-9 (2R,4S)-2-((R)-Hydroxycarbamoyl-phenylacetylamino-methyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid 4-methoxy-benzyl ester 
• 131903-39-4 1-<2-chloromethyl-1-(p-methoxybenzyloxycarbonyl)-2-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone 
• 104146-10-3 (6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 53956-74-4 penicillin sulfoxide p-methoxybenzyl ester 

Relevant articles and documents

Preparation of 7-phenylacetamide-3-chloromethyl-cephalosporanic acid p-methoxybenzyl ester

The invention belongs to the field of synthesis of cephalosporin drug intermediates and disclosesa preparation method of 7-phenylacetamide-3-chloromethyl-cephalosporanic acid p-methoxybenzyl ester (short for GCLE). According to the method, penicillin G potassium salt taken as an initial raw material reacts with 4-methoxybenzylchloride firstly, penicillin sulfoxide ester is prepared through oxidation with peracetic acid and reacts with 2-mercaptobenzothiazole firstly, then a product reacts with benzene sulfinic acid, a ring opening product is obtained and reacts with chlorine, sodium methoxide is used for ring closing under the action of a methanol solvent, and 7-phenylacetamide-3-chloromethyl-cephalosporanic acid p-methoxybenzyl ester is obtained. The solvent is simple and easy to recover, reaction conditions are mild, operation is simple and convenient, and industrial production is easy.