(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol | 256440-97-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol
• CAS: 256440-97-8
• 化学式: C₂₄H₃₃ClO₃
• 分子量: 404.977
• InChiKey: FFBWGEHXQYAJTR-WPJQAODISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol 在 吡啶 、 六甲基磷酰三胺 、 4-二甲氨基吡啶 、 samarium diiodide 、 2,3-二甲基-2-丁基硼烷 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 127.0h， 生成 (1S,4R,7R,8R)-11-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-7-(methoxymethoxy)-8-methyl-2-methlenebicyclo[5.3.1]undecan-4-yl acetate
  参考文献：
  名称：

  Efficient construction of 8-membered ring framework of vinigrol through SmI2-induced coupling cyclization

  摘要：

  The 8-membered ring framework of vinigrol, a unique tricyclic diterpene isolated as a novel antihypertensive compound from a culture of Virgaria nigra, was efficiently synthesized employing an SmI2-induced intramolecular coupling. It is particularly noteworthy that the 8-membered carbocycle was cyclized in quantitative yields under non-high-dilution conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00885-6
• 作为产物：
  描述：

  (2R,3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(R)-1-hydroxy-3-(4-methoxyphenylmethoxy)propyl]-6-methylcyclohexanone 在 2-氟-1-甲基吡啶翁对甲苯磺酸盐 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol
  参考文献：
  名称：

  Efficient construction of 8-membered ring framework of vinigrol through SmI2-induced coupling cyclization

  摘要：

  The 8-membered ring framework of vinigrol, a unique tricyclic diterpene isolated as a novel antihypertensive compound from a culture of Virgaria nigra, was efficiently synthesized employing an SmI2-induced intramolecular coupling. It is particularly noteworthy that the 8-membered carbocycle was cyclized in quantitative yields under non-high-dilution conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00885-6