Synthesis and structure of 7-alkoxyalkyl-3-thia-7-zabicyclo[3.3.1]nonan-9-ones and several of their derivatives.

Autor: Yu, V. K., Praliev, K. D., Fomicheva, E. E., Mukhasheva, R. D., Klepikova, S. G.
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds; Apr2006, Vol. 42 Issue 4, p512-519, 8p, 1 Diagram, 3 Charts
Abstrakt: New 7-alkoxyalkyl-3-thia-7-azabicyclo[3.3.1]nonan-9-ones were synthesized by the double Mannich cyclization of tetrahydrothiopyran-4-one with suitable alkoxyalkylamines and paraformaldehyde in acetous methanol. Wolff-Kishner decarbonylation of these bicyclic ketones gave 7-alkoxyalkyl-3-thia-7-azabicyclo[3.3.1]nonanes. The reduction of 7-alkoxyalkyl-3-thia-7-azabicyclo[3.3.1]nonan-9-ones by alkali metal hydride complexes leads to a mixture of two stereoisomeric secondary alcohols, which are epimers at C(9). Active analgesic, antiarrhythmic, and antibacterial compounds were found among these products. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index