[(3S,5S,8R,9S,10S,13S,14S,16R,17S)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate | 135559-14-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: [(3S,5S,8R,9S,10S,13S,14S,16R,17S)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
• CAS: 135559-14-7
• 化学式: C₂₃H₃₆O₆
• 分子量: 408.535
• InChiKey: IUMYJJYLJPEWCX-KPXDTBGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  104.06
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(3S,5S,8R,9S,10S,13S,14S,16R,17S)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate 、 丙酮 在 高氯酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以0.24 g的产率得到20-oxo-16α,17α-isopropylidenedioxy-5α-pregnane-3β,21-diol
  参考文献：
  名称：

  Synthesis and transformations of the 20-substituted derivatives of 16?,17?-epoxy-5?-pregnane-3?,21-diol-20-ones

  摘要：

  A new and more effective sequence of reactions is proposed for the production of 16-alpha,17-alpha-isopropylidenedioxy-5-alpha-pregnane-3-beta,21-diol-20-one. It uses methods previously unused for 5-alpha-H-steroids and involves 21-hydroxylation of 16-alpha,17-alpha-epoxy-5-alpha-pregnan-3-beta-ol-20-one with diacetoxyiodobenzene and cis-opening of the obtained 21-hydroxy-16-alpha,17-alpha-epoxy-5-alpha-pregnane-3-beta,21-diol-20-one by acetic acid in the presence of epoxycarbonylhydrazine, followed by condensation of the obtained product with acetone.

  DOI：

  10.1007/bf00961375
• 作为产物：
  描述：

  (3β,5α,16α)-16,17-epoxy-3-hydroxypregnan-20-one 在 氢氧化钾 、 碘苯二乙酸 、 对甲苯磺酸 、 乙酰丙酮 作用下， 以 水 、 溶剂黄146 、 丙酮 为溶剂， 反应 44.5h， 生成 [(3S,5S,8R,9S,10S,13S,14S,16R,17S)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
  参考文献：
  名称：

  Synthesis and transformations of the 20-substituted derivatives of 16?,17?-epoxy-5?-pregnane-3?,21-diol-20-ones

  摘要：

  A new and more effective sequence of reactions is proposed for the production of 16-alpha,17-alpha-isopropylidenedioxy-5-alpha-pregnane-3-beta,21-diol-20-one. It uses methods previously unused for 5-alpha-H-steroids and involves 21-hydroxylation of 16-alpha,17-alpha-epoxy-5-alpha-pregnan-3-beta-ol-20-one with diacetoxyiodobenzene and cis-opening of the obtained 21-hydroxy-16-alpha,17-alpha-epoxy-5-alpha-pregnane-3-beta,21-diol-20-one by acetic acid in the presence of epoxycarbonylhydrazine, followed by condensation of the obtained product with acetone.

  DOI：

  10.1007/bf00961375

文献信息

• TURUTA, A. M.;KAMERNITSKIJ, A. V.;DZHLANTIASHVILI, N. V.;KAVTARADZE, L. K+, IZV. AN CCCP. CEP. XIM. ,(1991) N, S. 1185-1188
  作者：TURUTA, A. M.、KAMERNITSKIJ, A. V.、DZHLANTIASHVILI, N. V.、KAVTARADZE, L. K+

  DOI：——

  日期：——