Journal of the Chemical Society. Perkin transactions I p. 1713 - 1718 (1987)
Update date:2022-08-03
Topics:
Uomori, Atsuko
Seo, Shujiro
Sato, Tomohiro
Yoshimura, Yohko
Takeda, Ken'ichi
Yamogenin acetate (1) was isolated from crude diosgenin acetate and converted into (25S)-26-hydroxycholesterol (6a).The absolute configuration at C-25 of (6a) was determined by X-ray crystallography. (25R)-<26-(2)H1>Cholesterol (10) was prepared by reduction of the 26-tosyloxy group by LiAl(2)H4.Reverse-phase h.p.l.c. resolution without derivatization was developed for the diastereoisomers, (25R)- and (25S)-26-hydroxycholesterol.The (+)- or (-)-MTPA esters of these diastereoisomers showed distinctive 1H n.m.r. signals for 26-H.
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Doi:10.1002/hlca.19870700327
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