1-(4-methyl-3-cyclohexen-1-yl)-1-hexen-4-yn-3-ol | 161424-27-7

• 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: 1-(4-methyl-3-cyclohexen-1-yl)-1-hexen-4-yn-3-ol
• CAS: 161424-27-7
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: LXONZFXUJFJLFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(4-methyl-3-cyclohexen-1-yl)-1-hexen-4-yn-3-ol 在 manganese(IV) oxide 、 1,2-环氧辛烷 、 天然维生素E 作用下， 以 二氯甲烷 为溶剂， 反应 55.0h， 生成 (Z)-1-ethylidene-8-methylspiro<4.5>deca-3,7-dien-2-one
  参考文献：
  名称：

  Enynones in Organic Synthesis. 8. Synthesis of the Antimicrobial-Cytotoxic Agent Juncusol and Members of the Effusol Class of Phenols

  摘要：

  Two new syntheses of phenols have been developed which have been utilized in an efficient preparation of the antimicrobial-cytotoxic agent juncusol (22) and several members of the effusol (23) class of phenols. These results complement our earlier studies with enynones of type 42 and provide for the highly efficient conversion of 42 to either methylenecyclopentenones 45 or phenols of type 47 or 54 with virtually 100% selectivity.

  DOI：

  10.1021/jo00107a017
• 作为产物：
  描述：

  3-(4-methyl-3-cyclohexen-1-yl)propenal 、 丙炔 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到1-(4-methyl-3-cyclohexen-1-yl)-1-hexen-4-yn-3-ol
  参考文献：
  名称：

  Enynones in Organic Synthesis. 8. Synthesis of the Antimicrobial-Cytotoxic Agent Juncusol and Members of the Effusol Class of Phenols

  摘要：

  Two new syntheses of phenols have been developed which have been utilized in an efficient preparation of the antimicrobial-cytotoxic agent juncusol (22) and several members of the effusol (23) class of phenols. These results complement our earlier studies with enynones of type 42 and provide for the highly efficient conversion of 42 to either methylenecyclopentenones 45 or phenols of type 47 or 54 with virtually 100% selectivity.

  DOI：

  10.1021/jo00107a017