(E)-hept-4-en-2-yn-1-ol

• 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)-hept-4-en-2-yn-1-ol
• 英文别名: (cis)hept-4-en-2-yn-1-ol；4-hepten-2-yn-1-ol
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: PWVLROAWCAEXBA-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  乙基氯化镁 、 (E)-5-chloro-pent-4-en-2-yn-1-ol 在 iron(III)-acetylacetonate N-甲基吡咯烷酮 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到(E)-hept-4-en-2-yn-1-ol
  参考文献：
  名称：

  Regiocontrol of the Palladium-Catalyzed Tin Hydride Addition to Z-Enynols:  Remarkable Z-Directing Effects

  摘要：

  [GRAPHICS]Palladium-catalyzed hydrostannation of substituted Z- and E-enynols is discussed and compared. The regioselectivity of the H-Sn bond addition was found to be controlled by the geometry of the double bond ( Z- or syn-directing effect) rather than the nature of its substituents. Exclusively alpha-vinyl stannanes were obtained from Z-enynols having various substituents on the double bond regardless of their electronic, steric, or chelating natures.

  DOI：

  10.1021/jo0701435

文献信息

• Substituted amine derivatives having anti-hyperlipemia activity
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0448078A2

  公开（公告）日：1991-09-25

  Substituted amine derivatives represented by the general formula wherein Q is -C-D-E-F-G-M- or -N-H-I-J-K-L- [C, D, E, F, G, H, I, J, K and L are each 0, S, a carbonyl group, -CHRa-, -Rb= or -NRc- (Ra, Rb and Rc are each H or a lower alkyl group), M and N are each an aromatic ring of 5-6 members optionally having a halogen, OH, LN, a lower alkyl group or a lower alkoxy group, provided that L is not 0, S, or -NRc-]; R is a heterocyclic ring of 5-6 members; R1 is H, a lower alkyl group, a lower haloalkyl group, a lower alkenyl group, a lower alkynyl group or a cycloalkyl group; R2, R3, R4, R5 R6 and R7 are each H, a halogen or a lower alkyl group or two of them denote a single bond; R8 and R9 are each F, CF3 or a lower alkyl group or are a cycloalkane in combination thereof; and R10 is H, F, CF3 an acetoxy group, a lower alkyl group or a lower alkoxy group. These compounds inhibit biosynthesis of cholesterol in mammals by inhibiting their squalene epoxidase, and thereby lower their blood cholesterol values. Therefore, these compounds are expected to be effective as an agent for treatment and prophylaxis of diseases caused by excess of cholesterol, for example, obesity, hyperlipemia and arteriosclerosis and heart and encephalic diseases accompanying them.

  由通式代表的取代胺衍生物 其中 Q 为-C-D-E-F-G-M-或-N-H-I-J-K-L-[C、D、E、F、G、H、I、J、K 和 L 各为 0、S、羰基、-CHRa-、-Rb= 或-NRc-(Ra、Rb 和 Rc 各为 H 或低级烷基)、M 和 N 各为 5-6 个芳香环，可选择带有卤素、OH、LN、低级烷基或低级烷氧基，但 L 不得为 0、S 或-NRc-]；R 是由 5-6 个成员组成的杂环；R1是H、低级烷基、低级卤代烷基、低级烯基、低级炔基或环烷基；R2、R3、R4、R5、R6和R7各自是H、卤素或低级烷基，或其中两个表示单键；R8和R9各自是F、CF3或低级烷基，或它们的组合是环烷烃；R10是H、F、CF3、乙酰氧基、低级烷基或低级烷氧基。这些化合物通过抑制哺乳动物体内的角鲨烯环氧化酶来抑制胆固醇的生物合成，从而降低血液中的胆固醇值。因此，这些化合物有望成为治疗和预防胆固醇过多引起的疾病（如肥胖症、高血脂症和动脉硬化以及伴随这些疾病的心脏和脑部疾病）的有效药物。
• US4317905A
  申请人：——

  公开号：US4317905A

  公开（公告）日：1982-03-02
• US5306728A
  申请人：——

  公开号：US5306728A

  公开（公告）日：1994-04-26
• US5439932A
  申请人：——

  公开号：US5439932A

  公开（公告）日：1995-08-08
• Regiocontrol of the Palladium-Catalyzed Tin Hydride Addition to <i>Z</i>-Enynols:  Remarkable <i>Z</i>-Directing Effects
  作者：Abdallah Hamze、Olivier Provot、Jean-Daniel Brion、Mouâd Alami

  DOI：10.1021/jo0701435

  日期：2007.5.1

  [GRAPHICS]Palladium-catalyzed hydrostannation of substituted Z- and E-enynols is discussed and compared. The regioselectivity of the H-Sn bond addition was found to be controlled by the geometry of the double bond ( Z- or syn-directing effect) rather than the nature of its substituents. Exclusively alpha-vinyl stannanes were obtained from Z-enynols having various substituents on the double bond regardless of their electronic, steric, or chelating natures.