(E)-3-methyl-6-isoprenyl-3,9-decadien-1-ol acetate | 139237-03-9

• 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-6-isoprenyl-3,9-decadien-1-ol acetate
• 英文别名: (3s,6r)-3-Methyl-6-isopropenyl-3,9-decadien-1-yl acetate；[(3E)-3-methyl-6-prop-1-en-2-yldeca-3,9-dienyl] acetate
• CAS: 139237-03-9
• 化学式: C₁₆H₂₆O₂
• 分子量: 250.381
• InChiKey: QYXUDXTZJFIJFY-NTEUORMPSA-N

物化性质

• 沸点：
  323.2±41.0 °C(Predicted)
• 密度：
  0.894±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3E)-3-methyl-6-prop-1-en-2-yldeca-3,9-dien-1-ol 、 乙酸酐 生成 (E)-3-methyl-6-isoprenyl-3,9-decadien-1-ol acetate
  参考文献：
  名称：

  OPPOLZER, W.;STEVENSON, T., TETRAHEDRON LETT., 1986, 27, N 10, 1139-1140

  摘要：

  DOI：

文献信息

• PROCESSES FOR PREPARING A 3-ISOPROPENYL-6-HEPTENAL COMPOUND AND A 6-ISOPROPENYL-3-METHYL-3,9-DECADIENYL CARBOXYLATE COMPOUND, AND AN INTERMEDIATE THEREFOR
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20220185763A1

  公开（公告）日：2022-06-16

  The present invention relates to a process for preparing a 3-isopropenyl-6-heptenal compound of the following formula (2): wherein R 1 represents a hydrogen atom or a methyl group, the process comprising: subjecting a 3-isopropenyl-6-heptenoate ester compound of the following formula (1): wherein R 1 is as defined above, and R 2 represents a monovalent hydrocarbon group having 1 to 10 carbon atoms, to a reduction reaction with a reducing agent to form the 3-isopropenyl-6-heptenal compound (2).

  本发明涉及一种制备以下式(2)的3-异丙烯基-6-庚烯醛化合物的方法：其中R1表示氢原子或甲基基团，该方法包括：将以下式(1)的3-异丙烯基-6-庚烯酸酯化合物进行还原反应，其中R1如上定义，R2表示具有1-10个碳原子的单价碳氢基团，以形成3-异丙烯基-6-庚烯醛化合物(2)。
• Highly efficient terpenoid pheromone syntheses via regio- and stereocontrolled processing of allyllithiums generated by reductive lithiation of allyl phenyl thioethers
  作者：Dennis W. McCullough、M. Bhupathy、Elvio Piccolino、Theodore Cohen

  DOI：10.1016/s0040-4020(01)80712-2

  日期：1991.12

  Previous work had shown that reductive lithiation of allyl phenyl thioethers, followed by transmetallation, produces allylmetallics which react selectively with carbonyl compounds at the most or least substituted terminus; the latter results in mainly cis olefin. This technology allows extremely efficient syntheses of racemic versions of lavandulol (two-pot, 70% yield), the Comstock mealy bug pheromone (one-pot, 45% yield) and the California red scale pheromone (4-steps, 23% yield).