Patent · US Expired

Stereoselective method for synthesizing dolaphenine

US6020495A · kind A · utility

2Cited by
2References
25Claims
0Family size

Assignee

Inventors

Key dates

Filing dateDec 8, 1997
Grant dateFeb 1, 2000
Priority date
Expiry dateDec 8, 2017

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D277/20
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The present invention relates to a method for the stereospecific synthesis of an enantiomer of a chiral amine, wherein the chiral amine has the formula R.sup.1 CH(NH.sub.2)R.sup.2. R.sup.1 and R.sup.2 are each independently selected from the group consisting of alkyl, aryl and heterocyclic and radicals. This method is particularly useful for stereospecifically synthesizing S-dolaphenine. The method involves contacting a chiral enantiomer of norephedrine with borane, within an aprotic solvent to form a complex for stereospecifically reducing oximes. The complex is then contacted with an oxime, thereby stereospecifically reducing said oxime to form an enantiomer of a chiral amine.

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