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The synthesis of cholesterol-2,2,4,4,6-d5

✍ Scribed by Larry D. Gruenke; J. Cymerman Craig

Publisher
John Wiley and Sons
Year
1979
Tongue
French
Weight
242 KB
Volume
16
Category
Article
ISSN
0022-2135

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✦ Synopsis

4

Cholesterol-3,4-d and -2,2,4,4,6-d5 have been synthesized from A - 2 cholestene-3-one for use as mass spectrometric stable isotope internal standards. Conversion of A -cholesten-3-one to the enol acetate followed by reduction with sodium borodeuteride in a deuterated solvent yielded cholesterol-3,4-d2. 2,4,6,obtained by base-catalyzed exchange of A -cholesten-3-one in ethanol-0-d was converted to the enol acetate, followed by reduction with sodium borohydride in a deuterated medium to give cholesterol-2,2,4,4,6-d5.

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