Patent · US Expired

Hydroxy protecting group removal in penems

US5457193A · kind A · utility

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9Claims
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Assignee

Inventors

Key dates

Filing dateMar 6, 1995
Grant dateOct 10, 1995
Priority date
Expiry dateMar 6, 2015

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY02P20/55
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The present invention relates the 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 the formula I: ##STR1## wherein R is a free or protected hydroxy or amino group or an alkoxy, acyloxy or an optionally substituted carbamoyloxy group, and R.sub.1 is selected from: PA1 a) hydrogen; PA1 b) a C.sub.2 -C.sub.4 alkenyl group; PA1 c) a p-NO.sub.2 benzyl group; PA1 d) a linear or branched alkanoyloxy C.sub.1 -C.sub.2 alkyl group; and PA1 e) (2-oxo-1,3-dioxolen-4-yl)methyl optionally substituted by C.sub.1 -C.sub.4 alkyl at the 5-position or a pharmaceutically acceptable salt thereof, which process comprises reacting a compound of the formula II: ##STR2##

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.