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Synthesis of 26,26,26-trifluoro-25-hydroxy and 27-nor-26,26,26-trifluoro-25-hydroxyvitamin D3

โœ Scribed by Yoshiro Kobayashi; Takeo Taguchi; Norio Kanuma; Nobuo Ikekawa; Jun-ichi Oshida

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
219 KB
Volume
22
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Two new fluorinated 25-hydroxyvitamin D3 analogs, 26,26,26-trifluoro-25-hydroxy (2) and 27-nor-26,26,26-trifluoro-25-hydroxyvitamin D3 (i), were prepared from 24-phenylsulfonyl 25,26,27-triorcholest-5-en-3B-yl tetrahydropyranyl ether (A). It is well known that vitamin D3 must be sequentially hydroxylated at 25 and 1 position before it can carry out the biological activities. It has also demonstrated that 25-hydroxyvitamin D3 (25-OH-D3) undergoes 24R-hydroxylation, 26-hydroxylation and 26,23-lactonization as alternatives to la-hydroxylation. 1,2

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