(1S,2R,3S)-2-(2-hydroxyethyl)-1-(hydroxymethyl)-2-methyl-3-[(2-methylpropan-2-yl)oxy]cyclohexan-1-ol | 215371-36-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R,3S)-2-(2-hydroxyethyl)-1-(hydroxymethyl)-2-methyl-3-[(2-methylpropan-2-yl)oxy]cyclohexan-1-ol
• CAS: 215371-36-1
• 化学式: C₁₄H₂₈O₄
• 分子量: 260.374
• InChiKey: WJOIZWCOVXBEST-IACUBPJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丙酮 、 (1S,2R,3S)-2-(2-hydroxyethyl)-1-(hydroxymethyl)-2-methyl-3-[(2-methylpropan-2-yl)oxy]cyclohexan-1-ol 在 对甲苯磺酸 作用下， 反应 0.17h， 以100%的产率得到
  参考文献：
  名称：

  A convenient preparation of taxoid right-half building blocks

  摘要：

  Wieland-Miescher ketone derived unsaturated diols 4 reacted with Pb(OAc)(4) to furnish tricyclic enolether intermediate 6 which upon ozonolysis gave access to useful synthetic intermediates such as bicyclic lactone 7, methyl furanoside 8 and triol 9 (taxoid right-half precursors), depending on the solvent used during the ozonolysis and the nature of the following synthetic operation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00289-4
• 作为产物：
  描述：

  (3aR,4S,7aS)-7a-(hydroxymethyl)-3a-methyl-4-[(2-methylpropan-2-yl)oxy]-4,5,6,7-tetrahydro-3H-1-benzofuran-2-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (1S,2R,3S)-2-(2-hydroxyethyl)-1-(hydroxymethyl)-2-methyl-3-[(2-methylpropan-2-yl)oxy]cyclohexan-1-ol
  参考文献：
  名称：

  A convenient preparation of taxoid right-half building blocks

  摘要：

  Wieland-Miescher ketone derived unsaturated diols 4 reacted with Pb(OAc)(4) to furnish tricyclic enolether intermediate 6 which upon ozonolysis gave access to useful synthetic intermediates such as bicyclic lactone 7, methyl furanoside 8 and triol 9 (taxoid right-half precursors), depending on the solvent used during the ozonolysis and the nature of the following synthetic operation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00289-4