(1S,7aS)-1-((methoxymethoxy)methyl)-7a-methyl-5,6-bis((trimethylsilyl)oxy)-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol | 959470-16-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (1S,7aS)-1-((methoxymethoxy)methyl)-7a-methyl-5,6-bis((trimethylsilyl)oxy)-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol
• CAS: 959470-16-7
• 化学式: C₁₉H₃₈O₅Si₂
• 分子量: 402.679
• InChiKey: OIRBCHQMNLFFIC-WZOJCFFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,7aS)-1-((methoxymethoxy)methyl)-7a-methyl-5,6-bis((trimethylsilyl)oxy)-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol 在 四丁基氟化铵 作用下， 生成 (1S,7aS)-1-(methoxymethoxymethyl)-7a-methyl-3,5,6,7-tetrahydro-2H-indene-1,5,6-triol
  参考文献：
  名称：

  A Domino-Based Approach toward Stereodefined Heavily Functionalized Cyclohexanes:  Synthesis of Iridal's Core Structure

  摘要：

  A stereoselective synthesis of heavily functionalized six-membered ring subunits, which possess functionality at sites appropriate for further elaboration, is described. The cyclopentanone moiety of hydrindenediol is required to achieve total facial selectivity during the pre-domino installation of the second quaternary center, while oxidative cleavage is responsible for the ring-expanding rearrangement. A microwave-assisted version of the key domino transformation and a test of concept approach toward the iridal core structure are also presented.

  DOI：

  10.1021/ol702056s
• 作为产物：
  描述：

  (7aS)-7a-methyl-5,6-bis((trimethylsilyl)oxy)-2,3,5,6,7,7a-hexahydro-1H-inden-1-one 、 (甲氧基甲氧基甲基)三丁基锡 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以81%的产率得到(1S,7aS)-1-((methoxymethoxy)methyl)-7a-methyl-5,6-bis((trimethylsilyl)oxy)-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol
  参考文献：
  名称：

  A Domino-Based Approach toward Stereodefined Heavily Functionalized Cyclohexanes:  Synthesis of Iridal's Core Structure

  摘要：

  A stereoselective synthesis of heavily functionalized six-membered ring subunits, which possess functionality at sites appropriate for further elaboration, is described. The cyclopentanone moiety of hydrindenediol is required to achieve total facial selectivity during the pre-domino installation of the second quaternary center, while oxidative cleavage is responsible for the ring-expanding rearrangement. A microwave-assisted version of the key domino transformation and a test of concept approach toward the iridal core structure are also presented.

  DOI：

  10.1021/ol702056s