Patent · US Expired

Process for the preparation of haloalkyllactones

US5254697A · kind A · utility

3Cited by
1References
4Claims
0Family size

Assignee

Inventor

Key dates

Filing dateJun 4, 1990
Grant dateOct 19, 1993
Priority date
Expiry dateJun 4, 2010

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D263/26
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The invention provides a novel process for the manufacture of enantiomerically-pure halolactones of the formula I which are useful for the production of certain 5-amino-4-hydroxyvaleric acid derivatives, themselves valuable intermediates in the production of compounds which are renin inhibitors. The process involves a diastereoselective alkylation of an oxazolidinone of the formula III, followed by a highly stereoselective and novel halolactonisation of an oxazolidinone of the formula II. Certain of the oxazolidinones of the formula II are novel and are provided as a further feature of the invention. The invention also provides a novel process for the production of the pharmaceutically-useful 5-amino-4-hydroxyvaleric acid derivatives of formula VI.

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