(1R,2R,5R,6S,8S,9R,13R)-5,9,13-trimethyl-8-triethylsilyloxy-3,14-dioxatetracyclo[7.5.0.01,13.02,6]tetradecan-4-one | 138091-21-1

• 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: (1R,2R,5R,6S,8S,9R,13R)-5,9,13-trimethyl-8-triethylsilyloxy-3,14-dioxatetracyclo[7.5.0.01,13.02,6]tetradecan-4-one
• CAS: 138091-21-1
• 化学式: C₂₁H₃₆O₄Si
• 分子量: 380.6
• InChiKey: GEFOVJUDHVFXOA-ZSASWZKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3R,3aS,5S,5aS,9bR)-3,5a,9-Trimethyl-5-triethylsilanyloxy-3a,4,5,5a,6,7,8,9b-octahydro-3H-naphtho[1,2-b]furan-2-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以89%的产率得到(1R,2R,5R,6S,8S,9R,13R)-5,9,13-trimethyl-8-triethylsilyloxy-3,14-dioxatetracyclo[7.5.0.01,13.02,6]tetradecan-4-one
  参考文献：
  名称：

  Carbon-13 NMR spectroscopy of sesquiterpenes. 3. Synthesis and carbon-13 NMR spectral data of 4.alpha.,5.alpha.- and 4.beta.,5.beta.-epoxyeudesmanolides. Configuration and .gamma. effect of the oxirane ring

  摘要：

  The epoxide eudesmanolides 14-21, which constitute epimeric pairs with respect to the configuration of the oxirane ring, have been synthesized in a stereochemically unambiguous way. Comparison of their C-12 NMR spectra with those of the parent olefins 10-13 does not, however, reveal any significant correlation between the configuration of the oxirane ring and the shifts undergone by the signals of the gamma carbon atoms C-1/C-2/C-7/C-9/C-14.

  DOI：

  10.1021/jo00029a006

文献信息

• Carbon-13 NMR spectroscopy of sesquiterpenes. 3. Synthesis and carbon-13 NMR spectral data of 4.alpha.,5.alpha.- and 4.beta.,5.beta.-epoxyeudesmanolides. Configuration and .gamma. effect of the oxirane ring
  作者：Miguel Carda、Juan F. Sanz、J. Alberto Marco

  DOI：10.1021/jo00029a006

  日期：1992.1

  The epoxide eudesmanolides 14-21, which constitute epimeric pairs with respect to the configuration of the oxirane ring, have been synthesized in a stereochemically unambiguous way. Comparison of their C-12 NMR spectra with those of the parent olefins 10-13 does not, however, reveal any significant correlation between the configuration of the oxirane ring and the shifts undergone by the signals of the gamma carbon atoms C-1/C-2/C-7/C-9/C-14.