3-methyl-6-phenyl-hex-2-ene-1,6-diol | 627077-77-4

• 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: 3-methyl-6-phenyl-hex-2-ene-1,6-diol
• 英文别名: (E)-3-methyl-6-phenylhex-2-ene-1,6-diol
• CAS: 627077-77-4
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: DZEPFNUBTRGOFV-PKNBQFBNSA-N

物化性质

• 沸点：
  367.9±30.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-6-phenyl-hex-2-ene-1,6-diol 在 氧气 、 亚甲兰 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 1-Phenyl-4-(6,7,10-trioxaspiro[4.5]decan-8-yl)pent-4-en-1-ol
  参考文献：
  名称：

  Geraniol-derived 1,2,4-Trioxanes with potent in-vivo antimalarial activity

  摘要：

  Geraniol, an abundantly available naturally occurring allylic alcohol, has been used as a starting material to prepare a series of 6-[alpha-(3'-aryl-3-hydroxypropyl)vinyl]-1,2,4-trioxanes. Some of these novel trioxanes have shown very promising antimalarial activity against multi-drug resistant Plasmodium yoelii in mice by both intramuscular (im) and oral routes. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00782-0
• 作为产物：
  描述：

  (E)-6-acetoxy-4-methyl-4-hexenal 、 phenylmagnesium bromide 以 乙醚 为溶剂， 反应 3.0h， 生成 3-methyl-6-phenyl-hex-2-ene-1,6-diol
  参考文献：
  名称：

  Geraniol-derived 1,2,4-Trioxanes with potent in-vivo antimalarial activity

  摘要：

  Geraniol, an abundantly available naturally occurring allylic alcohol, has been used as a starting material to prepare a series of 6-[alpha-(3'-aryl-3-hydroxypropyl)vinyl]-1,2,4-trioxanes. Some of these novel trioxanes have shown very promising antimalarial activity against multi-drug resistant Plasmodium yoelii in mice by both intramuscular (im) and oral routes. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00782-0

文献信息

• Synthesis of new 6-alkylvinyl/arylalkylvinyl substituted 1,2,4-trioxanes active against multidrug-resistant malaria in mice
  作者：Chandan Singh、Nitin Gupta、Sunil K. Puri

  DOI：10.1016/j.bmc.2004.08.005

  日期：2004.11

  3-Alkyl/arylalkyl substituted 2-butenols 9, 10, 23a-d undergo regiospecific photooxygenation to furnish beta-hydroxyhydroperoxides 11, 12, 24-a-d, respectively, in reasonable yields. Acid catalyzed condensation of 11, 12, 24a-d with various ketones furnish new 1,2,4-trioxanes 13-18, 25a-d, 26a-d, 27a-d in good yields. Several of these trioxanes show promising antimalarial activity against multidrug-resistant Plasmodium yoelii in mice by oral and intramuscular routes. (C) 2004 Elsevier Ltd. All rights reserved.