Hydroxy protecting group removal in penems

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 499/88 (2006.01)

Patent

CA 2110989

2110989 9323406 PCTABS00028 The present invention relates to removal of t-butyldimethylsilyl protecting groups in the preparation of penems which are useful antibiotics. The invention provides a process for preparing a compound of formula (I), wherein R is a free or protected hydroxy or amino group or an alkoxy, acyloxy or an optionally substituted carbamoyloxy group, and R1 is selected from: a) hydrogen; b) a C2-C4 alkenyl group; c) a p-NO2 benzyl group; d) a linear or branched alkanoyloxy C1-C2 alkyl group; and e) (2-oxo-1,3-dioxolen-4-yl)methyl optionally substituted by C1-C4 alkyl at the 5-position or a pharmaceutically acceptable salt thereof, which process comprises reacting a compound of formula (II).

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