Patent · US Expired

Process for preparing intermediates useful in the synthesis of vitamin D compounds

US6284928A · kind A · utility

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7Claims
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Assignee

Inventor

Key dates

Filing dateFeb 10, 2000
Grant dateSep 4, 2001
Priority date
Expiry dateFeb 10, 2020

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C45/63
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The invention relates to an improved process for preparing [(3aR,4S,7aS)4-bromooctahydro-7a-methyl-1H-indene-1,5-dione]. (S)-(+)-2,3,7,7a-tetrahydro-7a-methyl-1H-indene-1,5(6H)-dione is reduced by reaction with diisobutylaluminum hydride and hexamethylphosphoric triaminde in the presence of a catalyst of the formula R--Cu, wherein R is ##STR1## and R.sup.1, R.sup.2 and R.sup.3 are each, independently, selected from the group consisting of C.sub.1-7 alkyl, phenyl, phenyl substituted by at least one C.sub.1-4 alkyl group, benzyl, or benzyl substituted by at at least one C.sub.1-4 alkyl group to form a reductate. The reductate is then treated with a bromine-containing electrophile to yield (3aR,4S,7aS)4-bromooctahydro-7a-methyl-1H-indene-1,5-dione.

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