methyl (1S,2S,3R,4S,5S)-3-((tert-butyldimethylsilyl)oxy)-2-(2-(cyclohept-1-en-1-yl)-2-hydroxyethyl)-5-((5S,7S)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodecan-5-yl)-2,4-dimethylcyclopentane-1-carboxylate | 1161082-89-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: methyl (1S,2S,3R,4S,5S)-3-((tert-butyldimethylsilyl)oxy)-2-(2-(cyclohept-1-en-1-yl)-2-hydroxyethyl)-5-((5S,7S)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodecan-5-yl)-2,4-dimethylcyclopentane-1-carboxylate
• CAS: 1161082-89-8
• 化学式: C₅₁H₈₆O₆Si₃
• 分子量: 879.497
• InChiKey: MNRNDNYCURLWRD-MXVKAESSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.07
• 重原子数：
  60.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 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 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 (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 、 methyl (1S,2S,3R,4S,5S)-3-((tert-butyldimethylsilyl)oxy)-2-(2-(cyclohept-1-en-1-yl)-2-hydroxyethyl)-5-((5S,7S)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodecan-5-yl)-2,4-dimethylcyclopentane-1-carboxylate
  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