Patent · US Expired

Enantioselective synthesis of 3-substituted 1-azabicyclo (2.2.1)heptanes

US5124460A · kind A · utility

10Cited by
1References
8Claims
0Family size

Assignee

Inventor

Key dates

Filing dateMay 6, 1991
Grant dateJun 23, 1992
Priority date
Expiry dateMay 6, 2011

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D487/08
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A process for preparing a substantially pure enantiomer of a compound formula (I) ##STR1## wherein X is O or S; and PA0 R.sup.2 represents hydrogen, --CF.sub.3, --OR.sup.7, --SR.sup.7, --NR.sup.7 R.sup.8, --CN, --COOR.sup.7, --CONR.sup.7 R.sup.8, or a saturated or unsaturated, substituted or unsubstituted hydrocarbon group, wherein R.sup.7 and R.sup.8 are independently selected from hydrogen and C.sub.1-2 alkyl provided that --NR.sup.7 R.sup.8 is other than NH.sub.2 ; which process comprises cyclization of a compound of formula (10) or salt thereof: ##STR2## wherein X and R.sup.2 are as defined in formula (I); and R.sup.4 is a labile leaving group and optionally epimerizing the endo-diastereomer so prepared to produce the corresponding exo-diastereomer.

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