(3aR,3bS,5R,7aR,7bS,9aR,10R,12aS,12bR,12cR)-5-(tert-Butyl-dimethyl-silanyloxy)-10-((R)-1,5-dimethyl-3-oxo-hexyl)-7a,9a-dimethyl-hexadecahydro-1,3-dioxa-dicyclopenta[a,l]phenanthren-12-one | 865441-14-1

• 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: (3aR,3bS,5R,7aR,7bS,9aR,10R,12aS,12bR,12cR)-5-(tert-Butyl-dimethyl-silanyloxy)-10-((R)-1,5-dimethyl-3-oxo-hexyl)-7a,9a-dimethyl-hexadecahydro-1,3-dioxa-dicyclopenta[a,l]phenanthren-12-one
• 英文别名: (1R,2R,6R,7S,9R,12R,13S,16R,17R,20S)-9-[tert-butyl(dimethyl)silyl]oxy-12,16-dimethyl-17-[(2R)-6-methyl-4-oxoheptan-2-yl]-3,5-dioxapentacyclo[11.7.0.02,6.07,12.016,20]icosan-19-one
• CAS: 865441-14-1
• 化学式: C₃₄H₅₈O₅Si
• 分子量: 574.917
• InChiKey: OHCKQFRNVOVTJS-GRBHAKSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.82
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3aR,3bS,5R,7aR,7bS,9aR,10R,12aS,12bR,12cR)-5-(tert-Butyl-dimethyl-silanyloxy)-10-((R)-1,5-dimethyl-3-oxo-hexyl)-7a,9a-dimethyl-hexadecahydro-1,3-dioxa-dicyclopenta[a,l]phenanthren-12-one 在 盐酸 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 xestobergsterol A
  参考文献：
  名称：

  Synthesis of xestobergsterol A from dehydroepiandrosterone

  摘要：

  Xestobergsterol A, a potent inhibitor of histamine release, has been synthesized from dehydroepiandrosterone in a route that used introduction of a novel 15-oxygen functionality, side-chain construction via the orthoester Claisen rearrangement and TBAF-promoted epimerization-aldol condensation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.042
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 、 戴斯-马丁氧化剂 作用下， 生成 (3aR,3bS,5R,7aR,7bS,9aR,10R,12aS,12bR,12cR)-5-(tert-Butyl-dimethyl-silanyloxy)-10-((R)-1,5-dimethyl-3-oxo-hexyl)-7a,9a-dimethyl-hexadecahydro-1,3-dioxa-dicyclopenta[a,l]phenanthren-12-one
  参考文献：
  名称：

  Synthesis of xestobergsterol A from dehydroepiandrosterone

  摘要：

  Xestobergsterol A, a potent inhibitor of histamine release, has been synthesized from dehydroepiandrosterone in a route that used introduction of a novel 15-oxygen functionality, side-chain construction via the orthoester Claisen rearrangement and TBAF-promoted epimerization-aldol condensation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.042

文献信息

• Synthesis of xestobergsterol A from dehydroepiandrosterone
  作者：Atsuko Nakamura、Yuko Kaji、Kana Saida、Michiko Ito、Yumi Nagatoshi、Noriyuki Hara、Yoshinori Fujimoto

  DOI：10.1016/j.tetlet.2005.07.042

  日期：2005.9

  Xestobergsterol A, a potent inhibitor of histamine release, has been synthesized from dehydroepiandrosterone in a route that used introduction of a novel 15-oxygen functionality, side-chain construction via the orthoester Claisen rearrangement and TBAF-promoted epimerization-aldol condensation. (c) 2005 Elsevier Ltd. All rights reserved.