(4aS,5R,6S,7S,7aS)-5-[tert-butyl(dimethyl)silyl]oxy-7-[(1S,3S)-4-[tert-butyl(dimethyl)silyl]oxy-1-[tert-butyl(diphenyl)silyl]oxy-3-methylbutyl]-3-(cyclohepten-1-yl)-4a,6-dimethyl-3,4,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-one | 1161082-91-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4aS,5R,6S,7S,7aS)-5-[tert-butyl(dimethyl)silyl]oxy-7-[(1S,3S)-4-[tert-butyl(dimethyl)silyl]oxy-1-[tert-butyl(diphenyl)silyl]oxy-3-methylbutyl]-3-(cyclohepten-1-yl)-4a,6-dimethyl-3,4,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-one
• CAS: 1161082-91-2
• 化学式: C₅₀H₈₂O₅Si₃
• 分子量: 847.455
• InChiKey: NLPATLPUEGTSIW-MQKCMKRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.46
• 重原子数：
  58
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4aS,5R,6S,7S,7aS)-5-[tert-butyl(dimethyl)silyl]oxy-7-[(1S,3S)-4-[tert-butyl(dimethyl)silyl]oxy-1-[tert-butyl(diphenyl)silyl]oxy-3-methylbutyl]-3-(cyclohepten-1-yl)-4a,6-dimethyl-3,4,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-one 在 dimethyltitanocene 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以66%的产率得到[(4aS,5R,6S,7S,7aS)-7-[(1S,3S)-4-[tert-butyl(dimethyl)silyl]oxy-1-[tert-butyl(diphenyl)silyl]oxy-3-methylbutyl]-3-(cyclohepten-1-yl)-4a,6-dimethyl-1-methylidene-3,4,5,6,7,7a-hexahydrocyclopenta[c]pyran-5-yl]oxy-tert-butyl-dimethylsilane
  参考文献：
  名称：

  Claisen Ring Expansion Approach toward the CDEF Ring System of Lancifodilactone G

  摘要：

  The fused CDEF ring system of lancifodilactone G is assembled via a Nozaki-Hiyama-Kishi cross-coupling reaction and a Petasis-Claisen ring expansion sequence as the key strategic steps.

  DOI：

  10.3987/com-08-s(d)2
• 作为产物：
  描述：

  1-(三氟甲基磺酰基氧基)环庚烯 、 methyl (1S,2S,3R,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-((5S,7S)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodecan-5-yl)-2,4-dimethyl-2-(2-oxoethyl)cyclopentanecarboxylate 在 chromium dichloride 、 nickel dichloride 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 四氢呋喃 为溶剂， 反应 30.5h， 以47%的产率得到(4aS,5R,6S,7S,7aS)-5-[tert-butyl(dimethyl)silyl]oxy-7-[(1S,3S)-4-[tert-butyl(dimethyl)silyl]oxy-1-[tert-butyl(diphenyl)silyl]oxy-3-methylbutyl]-3-(cyclohepten-1-yl)-4a,6-dimethyl-3,4,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-one
  参考文献：
  名称：

  Claisen Ring Expansion Approach toward the CDEF Ring System of Lancifodilactone G

  摘要：

  The fused CDEF ring system of lancifodilactone G is assembled via a Nozaki-Hiyama-Kishi cross-coupling reaction and a Petasis-Claisen ring expansion sequence as the key strategic steps.

  DOI：

  10.3987/com-08-s(d)2

文献信息

• Claisen Ring Expansion Approach toward the CDEF Ring System of Lancifodilactone G
  作者：Leo A. Paquette、Kwong Wah Lai

  DOI：10.3987/com-08-s(d)2

  日期：——

  The fused CDEF ring system of lancifodilactone G is assembled via a Nozaki-Hiyama-Kishi cross-coupling reaction and a Petasis-Claisen ring expansion sequence as the key strategic steps.