Study of the Steric Structure of 7-Alkoxyalkyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-ones and Their Derivatives Using 1H NMR Spectroscopy.

Autor: Klepikova, S. G., Yu, V. K., Fomicheva, E. E., Mukhasheva, R. D., Praliev, K. D., Solomin, V. A., Berlin, K. D.
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds; Oct2003, Vol. 39 Issue 10, p1376-1384, 9p
Abstrakt: Using the 1H NMR spectroscopic method it has been shown that 7-alkoxyalkyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-ones and 7-alkoxyalkyl-3-oxa-7-azabicyclo[3.3.1]nonanes exist in deuterochloroform solution in a double chair conformation. 7-(3-Butoxypropyl)-3-oxa-7-azabicyclo[3.3.1]nonan-9-ol is a 1:1 mixture of the two stereoisomeric alcohols. One of them exists in a double chair conformation having an equatorial hydroxyl group with relation to the piperidine ring and the other in a chair-boat conformation having an axial hydroxyl group which involves an intramolecular hydrogen bond with the unshared electron pair of the nitrogen atom. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index