Réaction #55518

Équation de réaction

pyridine

Compound ( 1a )

diphenylmethyl (2R)-3-methyl-2-((1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3,2,0]hept-2-en-6-yl)-3-butenoate

chlorine

→

Compound ( 7 )

diphenylmethyl (2R)-2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicylo[3,2,0]hept-2-en-6-yl]-3-chloromethyl-3-butenoate

Solvants

ethyl acetate

carbon tetrachloride

Conditions de réaction

Traitement

1. 1
   Autrethe mixture reacted at room temperature for 10 minutes
2. 2
   Autrepurified by chromatography on a column of silica gel

Mode opératoire

To a solution of 1 g of Compound (1a) in 30 ml of ethyl acetate is added 3.3 ml of a 1.66 N solution of chlorine in carbon tetrachloride, and the mixture reacted at room temperature for 10 minutes, treated with 0.21 ml of pyridine, and purified by chromatography on a column of silica gel to yield 454 mg of Compound (7) as main product and Compound (8) as by-product.

Source