SYNTHESIS OF 2-METHYLATED OR AND 6-METHYLATED ANALOGS OF ISOGUVACINE (1,2,3,6-TETRAHYDROPYRIDINE-4-CARBOXYLIC ACID) A GABA(A) AGONIST/

Authors
ROHR M CHAYER S GARRIDO F MANN A TADDEI M WERMUTH CG
Citation
M. Rohr et al., SYNTHESIS OF 2-METHYLATED OR AND 6-METHYLATED ANALOGS OF ISOGUVACINE (1,2,3,6-TETRAHYDROPYRIDINE-4-CARBOXYLIC ACID) A GABA(A) AGONIST/, Heterocycles, 43(10), 1996, pp. 2131-2138
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
43
Issue
10
Year of publication
1996
Pages
2131 - 2138
Database
ISI
SICI code
0385-5414(1996)43:10<2131:SO2OA6>2.0.ZU;2-B
Abstract
1,2,3,6-Tetrahydropyridine-4-carboxylic acid (isoguvacine) and related 2-and/or 6-methylated analogues (1-4) were synthesized using the meth oxycarbonylation [Pd(OAc)(2), PPh(3), CO, MeOH)] of their correspondin g vinylic triflates. Analogue (5), the 6-methyl-1,2,3,6-tetrahydropyri dine-4-carboxylic acid was obtained after a reductive deoxygenation of the corresponding beta-keto ester.