SYNTHESIS OF THE 4 STEREOISOMERS OF 4,5-DIHYDROXY-N,N,N-TRIMETHYLHEXANAMINIUM IODIDE (MUSCARIDIN) FROM ALDONOLACTONES

Citation
C. Pedersen et L. Schubert, SYNTHESIS OF THE 4 STEREOISOMERS OF 4,5-DIHYDROXY-N,N,N-TRIMETHYLHEXANAMINIUM IODIDE (MUSCARIDIN) FROM ALDONOLACTONES, Acta chemica Scandinavica, 47(9), 1993, pp. 885-888
Citations number
12
Categorie Soggetti
Chemistry,Biology
Journal title
ISSN journal
0904213X
Volume
47
Issue
9
Year of publication
1993
Pages
885 - 888
Database
ISI
SICI code
0904-213X(1993)47:9<885:SOT4SO>2.0.ZU;2-W
Abstract
The D- and L-erythro- and D- and L-threo-isomers of 4,5-dihydroxy-N,N, N-trimethylhexanaminium iodide have been synthesized from D-glucono-, and D- and L-gulono-lactone via 2,6-dibromo-2,6-dideoxy-hexono-1,4-lac tones. The aminium salts in the form of tetrachloroaurates were compar ed with that of muscaridin, which has been reported to have the L-eryt hro-configuration. This could, however, not be confirmed.