Patent · US Expired

Method of making (S)-3-(Aminomethyl)-5-Methylhexanoic acid

US5840956A · kind A · utility

11Cited by
7References
1Claims
0Family size

Assignee

Inventors

Key dates

Filing dateFeb 6, 1997
Grant dateNov 24, 1998
Priority date
Expiry dateFeb 6, 2017

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C255/22
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method of making (.+-.)-3-(aminomethyl)-5-methylhexanoic acid that comprises condensing isovaleraldehyde with ##STR1## to form primarily ##STR2## reacting the ##STR3## with a cyanide source to form ##STR4## decarboxylating the ##STR5## to form ##STR6## hydrolyzing the ##STR7## with an alkali or alkaline earth metal hydroxide to form an alkali or alkaline earth metal carboxylate salt; and hydrogenating the alkali or alkaline earth metal carboxylate salt to form (.+-.)-3-(aminomethyl)-5-methylhexanoic acid, wherein R.sub.1 and R.sub.2 are the same or different and are hydrogen, C.sub.1 -C.sub.6 alkyl, aryl, benzyl, or C.sub.3 -C.sub.6 cycloalkyl. The present invention also provides a method of making (.+-.)-3-(aminomethyl)-5-methylhexanoic acid that comprises condensing isovaleraldehyde with ##STR8## to form primarily ##STR9## reacting the ##STR10## with a cyanide source to form ##STR11## decarboxylating the ##STR12## to form an alkali or alkaline earth metal carboxylate salt; and hydrogenating the alkali or alkaline earth metal carboxylate salt to form (.+-.)-3-(aminomethyl)-5-methylhexanoic acid.

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