(2S,3R)-pentadecane-1,2,3-triol | 1233481-76-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S,3R)-pentadecane-1,2,3-triol
• CAS: 1233481-76-9
• 化学式: C₁₅H₃₂O₃
• 分子量: 260.417
• InChiKey: HISQRFFCSVGSGI-CABCVRRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,3R)-pentadecane-1,2,3-triol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 苯 为溶剂， 以90%的产率得到(R)-1-((S)-oxiran-2-yl)tridecan-1-ol
  参考文献：
  名称：

  A concise enantioselective total synthesis of (+)-epi-muricatacin, using asymmetric hydrogenation/intramolecular iodoetherification as key steps

  摘要：

  A concise enantioselective total synthesis of (+)-epi-muricatacin, a potent cytotoxic agent, is described. A key feature of this protocol is a catalytic asymmetric hydrogenation and a chiral auxiliary mediated intramolecular iodoetherification to ensure a high degree of distereo- and enantiocontrol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.024
• 作为产物：
  描述：

  (R)-1-((2S,5S,6S)-5,6-diphenyl-1,4-dioxan-2-yl)tridecan-1-ol 在 氨 、 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以85%的产率得到(2S,3R)-pentadecane-1,2,3-triol
  参考文献：
  名称：

  A concise enantioselective total synthesis of (+)-epi-muricatacin, using asymmetric hydrogenation/intramolecular iodoetherification as key steps

  摘要：

  A concise enantioselective total synthesis of (+)-epi-muricatacin, a potent cytotoxic agent, is described. A key feature of this protocol is a catalytic asymmetric hydrogenation and a chiral auxiliary mediated intramolecular iodoetherification to ensure a high degree of distereo- and enantiocontrol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.024

文献信息

• A concise enantioselective total synthesis of (+)-epi-muricatacin, using asymmetric hydrogenation/intramolecular iodoetherification as key steps
  作者：Gullapalli Kumaraswamy、Duggirala Ramakrishna、Kondapalli Santhakumar

  DOI：10.1016/j.tetasy.2010.02.024

  日期：2010.3

  A concise enantioselective total synthesis of (+)-epi-muricatacin, a potent cytotoxic agent, is described. A key feature of this protocol is a catalytic asymmetric hydrogenation and a chiral auxiliary mediated intramolecular iodoetherification to ensure a high degree of distereo- and enantiocontrol. (C) 2010 Elsevier Ltd. All rights reserved.