Acta Chimica Sinica ›› 1966, Vol. 32 ›› Issue (1): 58-63. Previous Articles     Next Articles

甾体化合物——XLⅧ.以高锰酸钾使△5, 16, 20-孕甾三烯-3β, 20-二醇二乙酸酯羟基化

王资武, 黄鸣龙   

  1. 中国科学院有机化学研究所
  • 投稿日期:1965-03-05 发布日期:2013-06-03

STEROIDS——XLⅧ. THE HYDROXYLATION OF Δ5, 16, 20-PREGNATRIEN-3β, 20-DIOL DIACETATE BY POTASSIUM PERMANGANATE

WANG Zi-Wu, HUANG Minlon   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1965-03-05 Published:2013-06-03

1.On treating -pregnatrien-3β,20-diol diacetate (Ⅴ) with potassium permanganate a hydroxylation product was obtained.Its structure has been assumed to be Ⅹ instead of Ⅵ as proposed previously.2.When the tetrol (Ⅷ) was treated with acetone-perchloric acid,it formed the acetonide ⅩⅡ,but not ⅩⅢ as reported in the literature.The latter was prepared from another route starting with Ⅵ.Based on these results we suspect the correctness of the assumption that 16α,17α,21-trihydroxy-20-keto steroids form 16,17-acetonides under the described conditions.