(1S)-1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]tetradecan-1-ol | 1234475-19-4

• 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: (1S)-1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]tetradecan-1-ol
• CAS: 1234475-19-4
• 化学式: C₂₂H₄₂O₃
• 分子量: 354.574
• InChiKey: TWIBUOFCAGEDFG-LEWJYISDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  2.0
• 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：

  (1S)-1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]tetradecan-1-ol 、 3-溴丙炔 在 sodium hydride 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 mineral oil 为溶剂， 反应 4.5h， 以72%的产率得到(3R)-3-[(1S)-1-prop-2-ynoxytetradecyl]-1,4-dioxaspiro[4.5]decane
  参考文献：
  名称：

  Titanocene (III) chloride mediated radical induced synthesis of (−)-methylenolactocin and (−)-protolichesterinic acid

  摘要：

  Enantioselective synthesis of two anti-tumor antibiotics, (-)-methylenolactocin and (-)-protolichesterinic acid, has been achieved through titanocene(III) chloride mediated radical cyclization reaction starting from commercially available D-mannitol. Titanocene(III) chloride (Cp2TiCl) was prepared in situ from commercially available titanocene dichloride (Cp2TiCl2) and zinc dust in THE (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.058
• 作为产物：
  描述：

  1-溴十三烷 、 (R)-1,4-二氧杂螺[4,5]癸烷-2-甲醛 在 magnesium 、 水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 以43.4%的产率得到(1S)-1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]tetradecan-1-ol
  参考文献：
  名称：

  Titanocene (III) chloride mediated radical induced synthesis of (−)-methylenolactocin and (−)-protolichesterinic acid

  摘要：

  Enantioselective synthesis of two anti-tumor antibiotics, (-)-methylenolactocin and (-)-protolichesterinic acid, has been achieved through titanocene(III) chloride mediated radical cyclization reaction starting from commercially available D-mannitol. Titanocene(III) chloride (Cp2TiCl) was prepared in situ from commercially available titanocene dichloride (Cp2TiCl2) and zinc dust in THE (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.058

文献信息

• Titanocene (III) chloride mediated radical induced synthesis of (−)-methylenolactocin and (−)-protolichesterinic acid
  作者：Sumit Saha、Subhas C. Roy

  DOI：10.1016/j.tet.2010.04.058

  日期：2010.6

  Enantioselective synthesis of two anti-tumor antibiotics, (-)-methylenolactocin and (-)-protolichesterinic acid, has been achieved through titanocene(III) chloride mediated radical cyclization reaction starting from commercially available D-mannitol. Titanocene(III) chloride (Cp2TiCl) was prepared in situ from commercially available titanocene dichloride (Cp2TiCl2) and zinc dust in THE (C) 2010 Elsevier Ltd. All rights reserved.