Synthesis and Structure of 7-Alkoxyalkyl-3-thia-7-azabicyclo[3.3.1]nonan-9-ones and Several of Their Derivatives

Autor:	S. G. Klepikova, V. K. Yu, E. E. Fomicheva, R. D. Mukhasheva, K. D. Praliev
Rok vydání:	2007
Předmět:	chemistry.chemical_classification Bicyclic molecule Hydride Organic Chemistry Decarbonylation General Medicine Alkali metal Medicinal chemistry chemistry.chemical_compound chemistry Organic chemistry Epimer Methanol Bridged compounds Paraformaldehyde
Zdroj:	ChemInform. 38
ISSN:	1522-2667 0931-7597
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::fd9230b1b55c29d32875ec9d0999df3c https://doi.org/10.1002/chin.200702160 Zobrazit plný text záznamu Plný text