Efficient and practical synthesis of the A-ring precursor of 19-nor-1 alpha,25-dihydroxyvitamin D-3 and its C-13, or H-2-labeled derivative

[GRAPHICS] The A-ring precursor of 19-nor-1 alpha ,25-dihydroxyvitamin D-3 (1) and its C-13- or H-2-labeled derivative were efficiently synthesized from readily available, optically active 5-(tert-butyldimethylsilyloxy)-2-cyclohexenone (2) through a five step reaction in 68% overall yield.

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 3; no. 14; pp. 2205 - 2207
Main Authors Hanazawa, T, Inamori, H, Masuda, T, Okamoto, S, Sato, F
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 12.07.2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
OPTICALLY-ACTIVE 5-(TERT-BUTYLDIMETHYLSILOXY)-2-CYCLOHEXENONE
ASYMMETRIC-SYNTHESIS
ANALOGS
BIOLOGICAL-ACTIVITY
SYNTHON
1-ALPHA,25-DIHYDROXYVITAMIN D-3
Online AccessGet full text

Cover

More Information
Summary:[GRAPHICS] The A-ring precursor of 19-nor-1 alpha ,25-dihydroxyvitamin D-3 (1) and its C-13- or H-2-labeled derivative were efficiently synthesized from readily available, optically active 5-(tert-butyldimethylsilyloxy)-2-cyclohexenone (2) through a five step reaction in 68% overall yield.
ISSN:1523-7060
DOI:10.1021/ol016052q