123054-31-9

Upstream product

• 131857-34-6 (E)-2-((2R,3R)-2-Benzenesulfonylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-4-chloro-3-hydroxy-but-2-enoic acid 4-methoxy-benzyl ester 
• 164032-73-9 (6R,7R)-3-Benzhydryloxy-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 164201-45-0 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone 
• 164201-46-1 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone 
• 146340-02-5 1-<3-chloro-2-hydroxy-1-(p-methoxybenzyloxycarbonyl)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone 
• 131903-39-4 1-<2-chloromethyl-1-(p-methoxybenzyloxycarbonyl)-2-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone 

Downstream Products

• 123054-30-8 (7R)-7-[(phenylacetyl)amino]-3-trifluoromethanesulfonyloxy-3-cephem-4-carboxylate, 4-methoxybenzyl ester 
• 342811-88-5 p-methoxybenzyl 3-(imidazo[1,2-b]pyridazine-6-yl)thio-7β-phenylacetylamino-3-cephem-4-carboxylate 

Relevant academic research and scientific papers

Synthesis of 3-hydroxycephems from penicillin G through cyclization of chlorinated 4-(phenylsulfonylthio)-2-azetidinones promoted by a BiCl3/Sn or TiCl4/Sn bimetal redox system

A novel access to 3-hydroxycephems was attained from penicillin G via the C=C bond cleavage of 1-(1-alkoxycarbonyl-2-chloromethyl-2-propenyl)-4-(phenylsulfonylthio)- 2-azetidinones by successive treatment with RuCl3/HIO4 and HIO4/CuSO4 and reductive cyclization of I-(I-alkoxycarbonyl-3-chloro-2-hydroxy-1-propenyl)-4-(phenylsulfonylth io)-2-azetidinones on treatment with a newly devised BiCl3/Sn or TiCl4/Sn bimetal redox couple in DMF containing pyridine.

A Facile Access to 3-Hydroxycephems from Penicillin G through Bi/Sn or Ti/Sn Redox-Promoted Cyclization of 4-(Phenylsulfonylthio)azetidinones

Direct conversion of 1-(3-chloro-2-hydroxy-1-p-methoxybenzyloxycarbonyl-1-propenyl)-4-(phenylsulfonylthio)azetidinones derived from penicillin G into 3-hydroxycephems was performed successfully by the action with BiCl3/Sn or TiCl4/Sn bimetal redox couples in DMF containing pyridine.