(2R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-2,3-diol | 886525-66-2

• 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: (2R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-2,3-diol
• CAS: 886525-66-2
• 化学式: C₂₇H₄₈O₂
• 分子量: 404.677
• InChiKey: NWQBDOPDVUJEGJ-OSOVUEEMSA-N

物化性质

• 沸点：
  488.8±18.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.44
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-2,3-diol 在 sodium periodate 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以96%的产率得到2-[(3R,3aR,5aS,6S,7S,9aR,9bS)-3a,6-dimethyl-3-[(2R)-6-methylheptan-2-yl]-6-(2-oxoethyl)-2,3,4,5,5a,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-7-yl]acetaldehyde
  参考文献：
  名称：

  Regioselective aldol condensations of a cholestanone-derived dialdehyde: new twists on a classic reaction

  摘要：

  Methods have been developed for the regioselective formation of both aldol condensation products from a non-symmetrical dialdehyde derived from 5 alpha-cholestan-3-one. The findings disclosed herein, as well as their mechanistic implications, should assist in achieving selective intramolecular aldol closures in other contexts. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.01.136
• 作为产物：
  描述：

  2α-hydroxy-5α-cholestan-3-one 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.17h， 以81%的产率得到(2R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-2,3-diol
  参考文献：
  名称：

  Regioselective aldol condensations of a cholestanone-derived dialdehyde: new twists on a classic reaction

  摘要：

  Methods have been developed for the regioselective formation of both aldol condensation products from a non-symmetrical dialdehyde derived from 5 alpha-cholestan-3-one. The findings disclosed herein, as well as their mechanistic implications, should assist in achieving selective intramolecular aldol closures in other contexts. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.01.136