(23R,25S)-3β,23α,26-triacetoxy-16β,23-cyclo-5β-cholest-17-en-22-one | 1367775-58-3

• 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: (23R,25S)-3β,23α,26-triacetoxy-16β,23-cyclo-5β-cholest-17-en-22-one
• 英文别名: [(2S)-3-[(1R,2S,4S,5R,9S,12S,13S,16S,18R)-5,16-diacetyloxy-7,9,13-trimethyl-6-oxo-5-pentacyclo[10.8.0.02,9.04,8.013,18]icos-7-enyl]-2-methylpropyl] acetate
• CAS: 1367775-58-3
• 化学式: C₃₃H₄₈O₇
• 分子量: 556.74
• InChiKey: ILDUIVAHMDZSRB-QPIZIRFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (25S)-3β-acetoxy-5β-spirostan-23-one 在 盐酸 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 (23Z,25S)-3β,26-diacetoxy-16β,23-epoxy-5β-cholest-23-en-22-one 、 (23R,25S)-3β,26-diacetoxy-16β,23-epoxy-5β-cholest-17-en-22-one 、 (23R,25S)-3β,23α,26-triacetoxy-16β,23-cyclo-5β-cholest-17-en-22-one
  参考文献：
  名称：

  Regioselective cleavage of 22-oxo-23-spiroketals. Novel cholestanic frameworks with pyranone and cyclopentenone E rings on the side chain

  摘要：

  The regioselective opening of the F ring of 22-oxo-23-spiroketals using a saturated solution of HCl in acetic anhydride yielded novel cholestanic frameworks with pyranone or cyclopentenone E rings. The structures of the new derivatives of sarsasapogenin, diosgenin and hecogenin thus obtained were established using one and two dimensional H-1, C-13 experiments (DEPT, COSY, HETCOR, HMBC, ROESY, and NOESY). The X-ray analysis for compound lib confirmed the 23R configuration for the new stereogenic center. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2012.01.018

文献信息

• Regioselective cleavage of 22-oxo-23-spiroketals. Novel cholestanic frameworks with pyranone and cyclopentenone E rings on the side chain
  作者：Yliana López、León Rodríguez、Rosa E. del Río、Norberto Farfán、Jacek W. Morzycki、Rosa Santillan

  DOI：10.1016/j.steroids.2012.01.018

  日期：2012.4

  The regioselective opening of the F ring of 22-oxo-23-spiroketals using a saturated solution of HCl in acetic anhydride yielded novel cholestanic frameworks with pyranone or cyclopentenone E rings. The structures of the new derivatives of sarsasapogenin, diosgenin and hecogenin thus obtained were established using one and two dimensional H-1, C-13 experiments (DEPT, COSY, HETCOR, HMBC, ROESY, and NOESY). The X-ray analysis for compound lib confirmed the 23R configuration for the new stereogenic center. (C) 2012 Elsevier Inc. All rights reserved.