(4S,5S)-5-Phenylethynyl-4-(tetrahydro-pyran-2-yloxy)-dihydro-furan-2-one | 178977-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (4S,5S)-5-Phenylethynyl-4-(tetrahydro-pyran-2-yloxy)-dihydro-furan-2-one
• 英文别名: (4S,5S)-4-(oxan-2-yloxy)-5-(2-phenylethynyl)oxolan-2-one
• CAS: 178977-58-7
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: ZWWWORODAPCIES-GIIGEWEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S,5S)-5-Phenylethynyl-4-(tetrahydro-pyran-2-yloxy)-dihydro-furan-2-one 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以100%的产率得到(3S,4S)-3-(tetrahydropyran-2-yloxy)-6-phenylhex-5(E)-ene-1,4-diol
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of cryptophycins and related analogs

  摘要：

  Several members of the Cryptophycin family were synthesised using a straightforward convergent approach, The proposed synthetic route was used to prepare novel analogs of Cryptophycins A and B in which the benzylic epoxide moiety was replaced by alternate electrophilic functions. The effect of these modifications on cytotoxic activity was determined on several tumor cell lines. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00182-5
• 作为产物：
  描述：

  (3S)-3,4-dihydroxy-6-phenylhex-5-ynoic acid 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 (4S,5S)-5-Phenylethynyl-4-(tetrahydro-pyran-2-yloxy)-dihydro-furan-2-one
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of cryptophycins and related analogs

  摘要：

  Several members of the Cryptophycin family were synthesised using a straightforward convergent approach, The proposed synthetic route was used to prepare novel analogs of Cryptophycins A and B in which the benzylic epoxide moiety was replaced by alternate electrophilic functions. The effect of these modifications on cytotoxic activity was determined on several tumor cell lines. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00182-5

文献信息

• Synthesis and in vitro cytotoxicity of cryptophycins and related analogs
  作者：Jean-Marc de Muys、Rabindra Rej、Dieu Nguyen、Brian Go、Samuel Fortin、Jean-François Lavallée

  DOI：10.1016/0960-894x(96)00182-5

  日期：1996.5

  Several members of the Cryptophycin family were synthesised using a straightforward convergent approach, The proposed synthetic route was used to prepare novel analogs of Cryptophycins A and B in which the benzylic epoxide moiety was replaced by alternate electrophilic functions. The effect of these modifications on cytotoxic activity was determined on several tumor cell lines. (C) 1996 Elsevier Science Ltd