An alternative convenient synthesis of piperidazine-3-carboxylic acid derivatives

Chem Pharm Bull (Tokyo). 2009 Jan;57(1):49-54. doi: 10.1248/cpb.57.49.

Abstract

The short-step synthesis of the unsubstituted, 5-hydroxy- and 5-chloropiperidazine-3-carboxylic acids using an aza Diels-Alder reaction between the 1,3-diene and azodicarboxylate was described. This synthetic methodology could be used for the preparation of the optically active piperazic acid in a 35% overall yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carboxylic Acids / chemistry*
  • Catalysis
  • Hydrogenation
  • Molecular Structure
  • Piperazine
  • Piperazines / chemistry*
  • Pyridazines / chemistry*
  • Stereoisomerism

Substances

  • Carboxylic Acids
  • Piperazines
  • Pyridazines
  • Piperazine