Studies on organic fluorine compounds. LII. Synthesis and biological activity of 26, 26, 26, 27, 27-pentafluoro-1. ALPHA.-hydroxy-27-methoxyvitamin D3.

Y KoBAyAsHI, M NAKAJIMA, M NAKAZAWA…

Index: Kobayashi; Nakajima; Nakazawa; Taguchi; Ikekawa; Sai; Tanaka; DeLuca Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 10 p. 4144 - 4147

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Citation Number: 9

Abstract

Replacement of one fluorine atom of the hexafluorocholesterol derivative (4) with a methoxyl group took place during the saponification of the acetyl groups of 4 with methanolic potassium hydroxide to give the pentafluoromethoxy compound (5), which was converted to the corresponding 1α-hydroxyvitamin D 3 form (6). The pentafluoromethoxy compound (6) was found to be about three times more potent than 1 a-hydroxyvitamin D 3 in displacing ...