(3S,4aS,5aR,6aS,6bS,9R,9aR,11aS,11bR)-9-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-9a,11b-dimethylhexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-yl 9,10-bis((tert-butyldimethylsilyl)oxy)octadecanoate | 1131964-98-1

• 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: (3S,4aS,5aR,6aS,6bS,9R,9aR,11aS,11bR)-9-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-9a,11b-dimethylhexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-yl 9,10-bis((tert-butyldimethylsilyl)oxy)octadecanoate
• CAS: 1131964-98-1
• 化学式: C₅₉H₁₁₂O₅Si₂
• 分子量: 957.706
• InChiKey: LNQPJIRWGKMUCB-XVZZUDINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.05
• 重原子数：
  66.0
• 可旋转键数：
  27.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  57.29
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3S,4aS,5aR,6aS,6bS,9R,9aR,11aS,11bR)-9-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-9a,11b-dimethylhexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-yl 9,10-bis((tert-butyldimethylsilyl)oxy)octadecanoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以71%的产率得到[(1S,2R,5S,7S,9R,11S,12S,15R,16R)-15-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-yl] 9,10-dihydroxyoctadecanoate
  参考文献：
  名称：

  Synthesis of highly pure oxyphytosterols and (oxy)phytosterol esters

  摘要：

  Several efficient synthetic routes giving readily access to (oxy)-sitosterol esters and (oxy)cholesterol esters derived respectively from oleic acid and from 9,10-dihydroxystearic acid were developed for the first time. This approach allowed that sufficient amounts of the latter were available in order to carry out further biological studies. (c) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.04.010
• 作为产物：
  描述：

  9,10-di-tert-butyldimethylsilyloxystearic acid 、 (24R)-5β,6β-epoxy-24-ethylcholestane-3β-ol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以79%的产率得到(3S,4aS,5aR,6aS,6bS,9R,9aR,11aS,11bR)-9-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-9a,11b-dimethylhexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-yl 9,10-bis((tert-butyldimethylsilyl)oxy)octadecanoate
  参考文献：
  名称：

  Synthesis of highly pure oxyphytosterols and (oxy)phytosterol esters

  摘要：

  Several efficient synthetic routes giving readily access to (oxy)-sitosterol esters and (oxy)cholesterol esters derived respectively from oleic acid and from 9,10-dihydroxystearic acid were developed for the first time. This approach allowed that sufficient amounts of the latter were available in order to carry out further biological studies. (c) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.04.010