(E)-(S)-5-Hydroxy-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester | 178977-53-2

• 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: (E)-(S)-5-Hydroxy-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester
• CAS: 178977-53-2
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: DNDSLJWCYSUTBR-USYSOWRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-(S)-5-Hydroxy-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester 在 4-二甲氨基吡啶 、 (苯并三唑-1-基氧基)二哌啶碳鎓六氟磷酸盐 、 trichlorobenzoyl chloride 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 生成 (3S,6S,10R,13E,16S)-10-[(4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-(3-phenylprop-2-ynoyl)-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone
  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：

  (E)-(S)-6-Oxo-8-phenyl-5-(tetrahydro-pyran-2-yloxy)-oct-2-en-7-ynoic acid tert-butyl ester 在 水 、 溶剂黄146 作用下， 以70%的产率得到(E)-(S)-5-Hydroxy-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester
  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