(3R)-3-[(1S)-1-prop-2-ynoxyhexyl]-1,4-dioxaspiro[4.5]decane | 1234475-12-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R)-3-[(1S)-1-prop-2-ynoxyhexyl]-1,4-dioxaspiro[4.5]decane
• CAS: 1234475-12-7
• 化学式: C₁₇H₂₈O₃
• 分子量: 280.408
• InChiKey: IHWDQNCRNBQRQG-JKSUJKDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R)-3-[(1S)-1-prop-2-ynoxyhexyl]-1,4-dioxaspiro[4.5]decane 在 水 、 三氟乙酸 作用下， 反应 12.0h， 以75%的产率得到(2R,3S)-3-prop-2-ynoxyoctane-1,2-diol
  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：

  3-溴丙炔 、 (2R,3S)-1,2-Cyclohexylideneoctane-1,2,3-triol 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80%的产率得到(3R)-3-[(1S)-1-prop-2-ynoxyhexyl]-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

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.