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Preparation of fluorine-modified 25-hydroxyvitamin D2: 28,28,28-trifluoro-, 26,26, 26,27,27,27-hexafluoro- and 28-nor-26,26,26,27,27,27-hexafluoro-25-hydroxyvitamin D2

✍ Scribed by Takeo Taguchi; Ryoichi Namba; Masakazu Nakazawa; Masaharu Nakajima; Yumiko Nakama; Yoshiro Kobayashi; Noriyuki Hara; Nobuo Ikekawa

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 263 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80061-1

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✦ Synopsis

Preparations of the titled fluorinated vltamln D 2 analogs (2, 2 and 2) were efflclently achieved through reactions of the C22 -aldehyde C,$) with phenylsulfone derivatives (z, ,8 and 2). As in the case of vitamin D 3*l it was demonstrated that vitamin D2 must be metabolically hydroxylated at C-25 followed by C-l to yield the active form, 1,25-dlhydroxyvltamln D2 (2, 1,25-(OH)2D2).2 Cj) 1s an alternative metabolic pathway. 3.4 Hydroxylation at C-24 and C-26 of 25-OH-D2

Recently, DeLuca and Ikekawa reported a unique methyl migration on the side chain

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