ethyl (3R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-[tert-butyl(diphenyl)silyl]oxy-10,13-dimethyl-15-triethylsilyloxy-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoate | 865441-06-1

• 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: ethyl (3R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-[tert-butyl(diphenyl)silyl]oxy-10,13-dimethyl-15-triethylsilyloxy-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoate
• CAS: 865441-06-1
• 化学式: C₄₇H₇₀O₄Si₂
• 分子量: 755.241
• InChiKey: LNXLCYGLCKCALE-VGHWSJDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.02
• 重原子数：
  53
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (3R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-[tert-butyl(diphenyl)silyl]oxy-10,13-dimethyl-15-triethylsilyloxy-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoate 在 platinum on activated charcoal 吡啶 、 lithium aluminium tetrahydride 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 mesyl-X 、 三氟化硼乙醚 、 氢气 作用下， 以 二氯甲烷 为溶剂， 生成 [(3S,8R,9S,10R,13R,14S,15R,17R)-17-[(2R,4R)-4-benzoyloxy-6-methylheptan-2-yl]-3-[tert-butyl(diphenyl)silyl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-15-yl] benzoate
  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：

  去氢表雄酮 在 palladium diacetate titanium(IV) isopropylate 、 叔丁基过氧化氢 、 lithium aluminium tetrahydride 、 lutidine 、 米帕明 、 氧气 、 苄基三甲基氢氧化铵 、 双(三甲基硅烷基)氨基钾 、 lithium diisopropyl amide 作用下， 以 丙酸 为溶剂， 生成 ethyl (3R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-[tert-butyl(diphenyl)silyl]oxy-10,13-dimethyl-15-triethylsilyloxy-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoate
  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.