(E)-3-methyl-1-tetrahydropyranyloxy-3-hexen-6-ol | 173536-88-4

• 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)-3-methyl-1-tetrahydropyranyloxy-3-hexen-6-ol
• CAS: 173536-88-4
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: ZVECXENROLOJEO-VZUCSPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-3-methyl-1-tetrahydropyranyloxy-3-hexen-6-ol 在 四丁基氟化铵 、 4-甲基苯磺酸吡啶 、 potassium hydride 、 sodium hydride 、 三苯基膦 、 偶氮二甲酸二乙酯 、 碘甲烷 作用下， 以 四氢呋喃 、 异丙醇 、 甲苯 为溶剂， 反应 17.5h， 生成
  参考文献：
  名称：

  Ab initio and semiempirical corroboration of the observed stereoselectivity in the transannular Diels-Alder reaction leading to steroids

  摘要：

  Various 14-membered macrocyclic trienes underwent transannular Diels-Alder reactions to yield tetracyclic structures that are streoisomers of steroids. Due to the complexity of the effects at work during these reactions, a thorough molecular modeling study was carried out. Thus, some molecular mechanics, semiempirical and db initio methods were compared and the results were finally used to rationalize the experimental results. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00600-0
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 在 正丁基锂 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 生成 (E)-3-methyl-1-tetrahydropyranyloxy-3-hexen-6-ol
  参考文献：
  名称：

  Ab initio and semiempirical corroboration of the observed stereoselectivity in the transannular Diels-Alder reaction leading to steroids

  摘要：

  Various 14-membered macrocyclic trienes underwent transannular Diels-Alder reactions to yield tetracyclic structures that are streoisomers of steroids. Due to the complexity of the effects at work during these reactions, a thorough molecular modeling study was carried out. Thus, some molecular mechanics, semiempirical and db initio methods were compared and the results were finally used to rationalize the experimental results. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00600-0

文献信息

• Hall, Dennis G.; Mueller, Renate; Deslongchamps, Pierre, Canadian Journal of Chemistry, 1995, vol. 73, # 10, p. 1675 - 1694
  作者：Hall, Dennis G.、Mueller, Renate、Deslongchamps, Pierre

  DOI：——

  日期：——