(ZE)-3-methyl-2-pentenoate | 50652-79-4

• 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: (ZE)-3-methyl-2-pentenoate
• 英文别名: 3-methyl-2-pentenoate；3-methyl-pent-2-enoic acid methyl ester；3-Methyl-pent-2-ensaeure-methylester；3-methyl-2-pentenoic acid methyl ester；3-Methyl-2-pentenoesaeuremethylester；3-Methyl-2-pentensaeure-methylester；2-Pentenoic acid, 3-methyl-, methyl ester；methyl 3-methylpent-2-enoate
• CAS: 50652-79-4
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: SLQFYMAWZYTVFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  148.2±9.0 °C(Predicted)
• 密度：
  0.909±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916190090

反应信息

• 作为反应物：
  描述：

  (ZE)-3-methyl-2-pentenoate 在 吡啶 、 氢氧化钾 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 phosphate buffer 、 Lipase PS 、 magnesium ethylate 、 三溴化磷 、 sodium hydride 、 碘甲烷 作用下， 以 乙醚 、 乙醇 、 丙酮 为溶剂， 反应 91.0h， 生成 (3R,6E)-3-acetoxy-7-methyl-6-nonene
  参考文献：
  名称：

  Naoshima, Yoshinobu; Munakata, Yoshihito; Funai, Akio, Bioscience, Biotechnology and Biochemistry, 1992, vol. 56, # 6, p. 999 - 1000

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸甲酯 在 对甲苯磺酸 、 碘乙烷 作用下， 生成 (ZE)-3-methyl-2-pentenoate
  参考文献：
  名称：

  Stereoselective syntheses of both Z- and E-β-acyloxy-α, β-unsaturated esters and their stereospecific conversion to β-alkyl-α,β-unsaturated esters

  摘要：

  DOI：

  10.1016/s0040-4039(01)82370-4

文献信息

• Regioselective Copper-Catalyzed Carboxylation of Allylboronates with Carbon Dioxide
  作者：Hung A. Duong、Paul B. Huleatt、Qian-Wen Tan、Eileen Lau Shuying

  DOI：10.1021/ol4019375

  日期：2013.8.2

  In the presence of a Cu(I)/NHC catalyst, the reactions of allylboronic pinacol esters with CO2 (1 atm) are highly regioselective, giving exclusively the more substituted β,γ-unsaturated carboxylic acids in most cases. A diverse array of substituted carboxylic acids can be prepared via this method, including compounds featuring all-carbon quaternary centers.

  在Cu（I）/ NHC催化剂的存在下，烯丙基硼酸频哪醇酯与CO 2（1 atm）的反应具有很高的区域选择性，在大多数情况下，仅生成取代度更高的β，γ-不饱和羧酸。通过这种方法可以制备各种各样的取代羧酸，包括具有全碳季中心的化合物。
• Reaction of Diketene with Grignard Reagents in the Presence of Cobalt Catalyst. A Convenient Method for the Synthesis of 3-Methylenealkanoic Acids Leading to Terpenoids
  作者：Tamotsu Fujisawa、Toshio Sato、Yoshihiko Gotoh、Masatoshi Kawashima、Tatsuo Kawara

  DOI：10.1246/bcsj.55.3555

  日期：1982.11

  Primary alkyl Grignard reagents react regioselectively with diketene in the presence of cobalt(II) iodide to afford 3-methylenealkanoic acids in good yields. The synthetic utility of this reaction is demonstrated in the syntheses of terpenoids by two methods. Utilizing the isomerization of double bond of 3-methylenealkanoic acids, geranic acid and farnesic acid were obtained in two steps. Another method

  在碘化钴 (II) 存在下，伯烷基格氏试剂与双烯酮发生区域选择性反应，以良好的收率得到 3-亚甲基链烷酸。该反应的合成效用在通过两种方法合成萜类化合物中得到证明。利用3-亚甲基链烷酸双键异构化，分两步得到香叶酸和法呢酸。另一种方法，即相应烯丙基酯的串联 [3,3] sigmatropic 重排用于合成 C18-天竺葵保幼激素。
• Spiropiperidine beta-secretase inhibitors for the treatment of Alzheimer's disease
  申请人：Coburn A. Craig

  公开号：US20070021454A1

  公开（公告）日：2007-01-25

  The present invention is directed to spiropiperidine compounds of formula (I) and tautomers thereof, which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

  本发明涉及式（I）及其互变异构体的螺环吡啶化合物，这些化合物是β-分泌酶酶的抑制剂，并且在治疗β-分泌酶酶参与的疾病，如阿尔茨海默病方面是有用的。本发明还涉及包括这些化合物的制药组合物以及在治疗β-分泌酶酶参与的这些疾病中使用这些化合物和组合物的用途。
• Spiropiperidine beta-secretase inhibitors for the treatment of alzheimer's disease
  申请人：Merck, Sharp & Dohme Corp.

  公开号：US08211904B2

  公开（公告）日：2012-07-03

  The present invention is directed to spiropiperidine compounds of formula (I) and tautomers thereof, which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

  本发明涉及公式(I)的螺环吡啶化合物及其互变异构体，其为β-分泌酶酶抑制剂，可用于治疗涉及β-分泌酶酶的疾病，如阿尔茨海默病。本发明还涉及包含这些化合物的制药组合物以及将这些化合物和组合物用于治疗涉及β-分泌酶酶的疾病的用途。
• The Rearrangement of α,α'-Dibromoketones¹
  作者：R. B. Wagner、James A. Moore

  DOI：10.1021/ja01158a085

  日期：1950.2