Synthesis of 3-and 5-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hexane and 3-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hex-5-ene. ABT-594 analogs

Authors
Krow, GR Yuan, J Fang, YH Meyer, MD Anderson, DJ Campbell, JE Carroll, PJ
Citation
Gr. Krow et al., Synthesis of 3-and 5-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hexane and 3-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hex-5-ene. ABT-594 analogs, TETRAHEDRON, 56(47), 2000, pp. 9227-9232
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
47
Year of publication
2000
Pages
9227 - 9232
Database
ISI
SICI code
0040-4020(20001117)56:47<9227:SO35>2.0.ZU;2-T
Abstract
Stereoselective photochemical ring closure of a 2-hydroxymethyl-1,2-dihydro pyridine has been utilized for the synthesis of 3-endo-(6-Cl-3-pyridoxy)-me thyl-2-azabicyclo[2.2.0]hex-5-ene and hexane analogs of the nicotinic acety lcholine receptor agonist ABT 594. The photochemical ring closure of a 3-hy droxymethyl-1,2-dihydropyridine has been utilized in the preparation of 5-e ndo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo [2.2.0]hexane. (C) 2000 Elsev ier Science Ltd. All rights reserved.