Convenient synthesis of 18-hydroxylated cortisol and prednisolone
…, S Ikegawa, H Chiba, Y Ito, S Nakagawa, K Kobayashi…
Index: Kurosawa, Takao; Ikegawa, Shigeo; Chiba, Hitoshi; Ito, Yoshito; Nakagawa, Syoichi; Kobayashi, Kunihiko; Tohma, Masahiko Steroids, 1992 , vol. 57, # 9 p. 426 - 429
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Citation Number: 10
Abstract
Abstract 18, 20-Epoxy-11β, 17α, 20β, 21-tetrahydroxypregn-4-en-3-one was synthesized by the application of hypoiodite reaction to the cortisol acetonide. The intermediary 18-iodo derivative was converted to the 11-oxo steroid by chromic acid prior to silver ion-assisted solvolysis. Removal of the protective group with hydrochloric acid was finally carried out to give the desired 11β, 17α, 18, 21-tetrahydroxypregn-4-ene3, 20-dione as the hemiacetal ...