(2R)-2-[(1S)-1-prop-2-ynoxyhexyl]oxirane | 1234475-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: (2R)-2-[(1S)-1-prop-2-ynoxyhexyl]oxirane
• CAS: 1234475-15-0
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: XHTJLDBBOQHHDU-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-2-[(1S)-1-prop-2-ynoxyhexyl]oxirane 在 二氯二茂钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 生成 [(2S,3S)-4-methylidene-2-pentyloxolan-3-yl]methanol 、 [(2S,3R)-4-methylidene-2-pentyloxolan-3-yl]methanol
  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：

  在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 以85%的产率得到(2R)-2-[(1S)-1-prop-2-ynoxyhexyl]oxirane
  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.