(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)pentadecan-1-ol | 1344994-22-4

• 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: (S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)pentadecan-1-ol
• 英文别名: (1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]pentadecan-1-ol
• CAS: 1344994-22-4
• 化学式: C₂₀H₄₀O₃
• 分子量: 328.536
• InChiKey: UFLSFMKPQRVKPT-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)pentadecan-1-ol 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 4.0h， 以86%的产率得到(2S,3S)-heptadecane-1,2,3-triol
  参考文献：
  名称：

  A common strategy for the stereoselective synthesis of anhydrophytosphingosine pachastrissamine (jaspine B) and N,O,O,O-tetra-acetyl d-lyxo-phytosphingosine

  摘要：

  The highly stereoselective Grignard addition on chiralimine 8 and opening of chiral epoxide 9 with Grignard reagent have been used as key steps in the stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (jaspine B) and N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.170
• 作为产物：
  描述：

  1-溴十三烷 、 (2S,3S)-3,4-epoxy-1,2-di-O-isopropylidenebutane-1,2-diol 在 magnesium 、 copper(l) cyanide 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以92%的产率得到(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)pentadecan-1-ol
  参考文献：
  名称：

  A common strategy for the stereoselective synthesis of anhydrophytosphingosine pachastrissamine (jaspine B) and N,O,O,O-tetra-acetyl d-lyxo-phytosphingosine

  摘要：

  The highly stereoselective Grignard addition on chiralimine 8 and opening of chiral epoxide 9 with Grignard reagent have been used as key steps in the stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (jaspine B) and N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.170

文献信息

• A common strategy for the stereoselective synthesis of anhydrophytosphingosine pachastrissamine (jaspine B) and N,O,O,O-tetra-acetyl d-lyxo-phytosphingosine
  作者：G. Srinivas Rao、B. Venkateswara Rao

  DOI：10.1016/j.tetlet.2011.08.170

  日期：2011.11

  The highly stereoselective Grignard addition on chiralimine 8 and opening of chiral epoxide 9 with Grignard reagent have been used as key steps in the stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (jaspine B) and N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine. (C) 2011 Elsevier Ltd. All rights reserved.