(3S,3aS,5S,6R)-5-allyl-3-(tert-butoxy)-3a-methyl-2,3,3a,4,5,6-hexahydro-1H-indene-5,6-diol | 1065491-62-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,3aS,5S,6R)-5-allyl-3-(tert-butoxy)-3a-methyl-2,3,3a,4,5,6-hexahydro-1H-indene-5,6-diol
• CAS: 1065491-62-4
• 化学式: C₁₇H₂₈O₃
• 分子量: 280.408
• InChiKey: YGKSSXLIYLVLSC-OHFALNGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  49.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (3S,3aS,5S,6R)-5-allyl-3-(tert-butoxy)-3a-methyl-2,3,3a,4,5,6-hexahydro-1H-indene-5,6-diol 、 lead(IV) tetraacetate 以 甲苯 为溶剂， 反应 15.0h， 以59%的产率得到(1S,3R,4aS,5S,8R,8aS)-3-allyl-5-(tert-butoxy)-4a-methyloctahydro-8H-3,8-epoxyisochromene-1,8-diyl diacetate
  参考文献：
  名称：

  Microwave-assisted domino reactions: function-compatibility, modulation, and greening efforts

  摘要：

  Herein we report a microwave-assisted version of a domino protocol, providing ready access to a wide variety of complex oxygen heterocycles. The latter can be converted to stereochemically, well-defined, variously substituted carbocycles, since reaction conditions and the substitution pattern can be tailored to fit a particular type of transformation. Microwave assistance, the influence of solvent, temperature, the function compatibility, and the use of PhI(OAc)(2) as a domino promoter are investigated. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.06.026
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以86%的产率得到(3S,3aS,5S,6R)-5-allyl-3-(tert-butoxy)-3a-methyl-2,3,3a,4,5,6-hexahydro-1H-indene-5,6-diol
  参考文献：
  名称：

  Microwave-assisted domino reactions: function-compatibility, modulation, and greening efforts

  摘要：

  Herein we report a microwave-assisted version of a domino protocol, providing ready access to a wide variety of complex oxygen heterocycles. The latter can be converted to stereochemically, well-defined, variously substituted carbocycles, since reaction conditions and the substitution pattern can be tailored to fit a particular type of transformation. Microwave assistance, the influence of solvent, temperature, the function compatibility, and the use of PhI(OAc)(2) as a domino promoter are investigated. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.06.026