Process for 3-exomethylenecepham sulfoxide esters

Details Process for 3-exomethylenecepham sulfoxide esters Process for 3-exomethylenecepham sulfoxide esters

C - Chemistry, Metallurgy

07

D

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C07D 501/22 (2006.01) A61K 31/545 (2006.01) C07D 501/02 (2006.01) C07D 501/08 (2006.01) C07D 501/14 (2006.01)

Patent

CA 2016513

3-Exomethylenecepham sulfoxide esters are obtained in improved yields via cyclization of 3-methyl-2-(4-chlorosulfinyl-2-oxo-3-acylamino-1-azetidinyl)-3-butenoic acid esters under anhydrous conditions with stannic chloride in the presence of bath an oxo compound, e.g., an ether such as diethyl ether, a ketone such as acetone or methylethyl ketone, and an unsaturated compound, e.g., an alkene such as 1- or 2-hexene, a non-conjugated alkadiene such as 1,4-hexadiene, a cycloalkene such as cyclohexene, an allene, or a non-conjugated cycloalkadiene such as 1,4-cyclo-hexadiene.

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