Reaction of 19-Hydroxysteroids with Diethylaminosulfur Trifluoride

Sento INO; Hisako OINUMA; Rieko YAMADA; Masuo MORISAKI; Yoji FURUKAWA; Tadashi HATA

doi:10.1248/cpb.39.3335

猪野宣人, / 山門理恵子, 森崎益雄, 古川洋司, 畠忠, Tadashi HATA

著者情報

キーワード: 19-hydroxycholest-4-en-3-one, diethylaminosulfur trifluoride (DAST), bicyclo[4.4.1]system, 10β-fluoro-5, 10-seco-5, 19-cyclocholest-4-en-3-one, 10β-fluoro-5, 10-seco-5, 19-cycloandrost-4-ene-3, 17-dione

ジャーナルフリー

1991 年 39 巻 12 号 p. 3335-3337

DOI https://doi.org/10.1248/cpb.39.3335

詳細

抄録

Reaction of 19-hydroxycholest-4-en-3-one (1) with diethylaminosulfur trifluoride (DAST) in acetonitrile at reflux gave 10β-fluoro-5, 1-seco-5, 19-cyclocholest-4-en-3-one (2) in 60% yield. Analogous reaction of androstane derivatives afforded the corresponding bicyclo[4.4.1] compounds 6 and 8. Under milder reaction conditions, the diethylaminosulfnate 3 was secured in 20% yield from 1.

責任著者(Corresponding author)

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