ON THE SYNTHESIS OF SCYMNOL

Citation
Rg. Amiet et al., ON THE SYNTHESIS OF SCYMNOL, Australian Journal of Chemistry, 46(9), 1993, pp. 1347-1354
Citations number
17
Categorie Soggetti
Chemistry
ISSN journal
00049425
Volume
46
Issue
9
Year of publication
1993
Pages
1347 - 1354
Database
ISI
SICI code
0004-9425(1993)46:9<1347:OTSOS>2.0.ZU;2-F
Abstract
Reinvestigation of a reported synthesis of scymnol a-cholestane-3alpha ,7alpha,12alpha,24,26,27-hexol) has cast doubt on the success of that synthetic route. A modified synthetic pathway has been developed and s cymnol, racemic at C24, has been unequivocally prepared from cholic ac id. Extensive proton and C-13 n.m.r. spectroscopy has been used to con firm the structure of the product. A new, simple method of desulfation of natural scymnol sufate has been developed.