ISSN:
0170-2041
Keywords:
Steroid glycoside sulfate
;
Stereoselective synthesis
;
Aldol reaction
;
Asterina pectinifera
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 3,6-di-O-acetyl derivative 3 of the desulfated aglycone of pectinioside C, (20S,24S)-24-ethylthoransterol A (2), and its 24R and 24RS stereoisomers 4 and 27 have been synthesized stereoselectively from the pregnane derivative 3,6-di-O-acetyl-asterone (5). Herewith, the stereochemistry at the C-17 side chain of 2 and of pectinioside C (1) has been determined. (20S,24S)-3β-Acetoxy-24-ethyl-20-hydroxycholest-5-en-23-one (18), its 24R and 24RS stereoisomers 21 and 24, respectively, and some steroids with (20S)-20-hydroxy-24ζ-methyl-26-homo-25ζ-cholestane side chain have also been synthesized.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1990199001103
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