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Studies on the hydrogenation of 6‐(hydroxymethyl)pyridine‐2‐carboxylates and its application to the synthesis of 6‐(hydroxymethyl)piperidine‐2‐carboxylic acid derivatives
Author(s) -
Bolós Jordi,
Gubert Santiago,
Anglada Lluís,
Pérez Angel,
Sacristán Aurelio,
Ortiz José A.
Publication year - 1994
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570310635
Subject(s) - hydrogenolysis , chemistry , hydroxymethyl , piperidine , pyridine , alcohol , organic chemistry , carboxylic acid , catalysis
The synthesis of the novel amino acid 6‐(hydroxymethyl)‐2‐piperidinecarboxylic acid ( 1a ) and its ethyl ester 1b is reported. In the hydrogenation of 6‐(hydroxymethyl)pyridine‐2‐carboxylates, hydrogenolysis of the alcohol group appeared as an unusual side reaction. Optimization of the reaction conditions allowed us to minimize hydrogenolysis and afforded pure 1 .