(Z)-2-Acetyl-4-methyl-pent-2-enoic acid ethyl ester | 118644-96-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: (Z)-2-Acetyl-4-methyl-pent-2-enoic acid ethyl ester
• 英文别名: ethyl (Z)-2-acetyl-4-methylpent-2-enoate
• CAS: 118644-96-5
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: RUIAGZRJQURMCR-TWGQIWQCSA-N

物化性质

• 沸点：
  241.9±13.0 °C(Predicted)
• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1,2,2-乙烷四甲腈 、 (Z)-2-Acetyl-4-methyl-pent-2-enoic acid ethyl ester 以 异丙醇 为溶剂， 以30%的产率得到4,7,7-Tricyano-3-imino-5-isopropyl-1-methyl-2-oxa-bicyclo[2.2.1]heptane-6-carboxylic acid ethyl ester
  参考文献：
  名称：

  Nasakin, O. E.; Lukin, P. M.; Zil'berg, S. P., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, p. 901 - 908

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 异丁醛 在 哌啶 、 己酸 作用下， 以 苯 为溶剂， 生成 (Z)-2-Acetyl-4-methyl-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  Soto, Jose L.; Seoane, Carlos; Martin, Nazario, Heterocycles, 1984, vol. 22, # 1, p. 1 - 6

  摘要：

  DOI：

文献信息

• Synthesis of Ethyl 5-Hydroxyisoxazolidine-4-carboxylates via Michael Addition/Intramolecular Hemiketalisation
  作者：Fides Benfatti、Andrea Bottoni、Giuliana Cardillo、Luca Gentilucci、Magda Monari、Elisa Mosconi、Marco Stenta、Alessandra Tolomelli

  DOI：10.1002/ejoc.200800719

  日期：2008.12

  The 1,4-addition of N,O-bis(trimethylsilyl)hydroxylamine to alkylideneacetoacetates gave, in high yield, new 5-hydroxyisoxazolidine-4-carboxylates. The results of the accurate computational investigation on the mechanism at the DFT level are in complete agreement with the experimental evidence and the crystallographic data. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  N,O-双(三甲基甲硅烷基)羟胺与亚烷基乙酰乙酸酯的1,4-加成以高产率得到新的5-羟基异恶唑烷-4-羧酸酯。在 DFT 级别对机制进行精确计算研究的结果与实验证据和晶体学数据完全一致。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• Enzymatic resolution of ethyl 3-hydroxy-2(1′substituted-methylidene)-butyrate by Pseudomonas cepacia lipase catalyzed acetylation
  作者：Fides Benfatti、Giuliana Cardillo、Luca Gentilucci、Elisa Mosconi、Alessandra Tolomelli

  DOI：10.1016/j.tetasy.2007.09.002

  日期：2007.9

  Enzymatic resolution of a series of enantiomerically pure ethyl 3-hydroxy-2(1 ' substituted-methylidene)-butyrates was performed using Pseudomonas cepacia lipase (EC 3.1.1.3) as a catalyst. Optically active ethyl 3-hydroxy-2(1 ' substituted-methylidene)-butyrates, as well as their acetates, were obtained from this reaction in good yield and excellent enantiomeric excess. (c) 2007 Elsevier Ltd. All rights reserved.
• A convenient synthesis of functionalized isoxazolines and related 5-hydroxyisoxazolidine-4-carboxylates
  作者：Fides Benfatti、Giuliana Cardillo、Simone Contaldi、Luca Gentilucci、Elisa Mosconi、Alessandra Tolomelli、Eusebio Juaristi、Gloria Reyes-Rangel

  DOI：10.1016/j.tet.2009.01.071

  日期：2009.3

  The effectiveness of Sc(OTf)(3) as a Lewis acid catalyst for the 1,4-addition reaction of carbamates to appropriate 2-acetyl-2-pentenoic esters is herein reported. In particular, N-benzyl-(tert-butyldimethyl-silyloxy)carbamate added efficiently to the title substrates to afford a new class of polyfunctionalized isoxazolidines and isoxazolines. (C) 2009 Elsevier Ltd. All rights reserved.
• Soto, Jose L.; Seoane, Carlos; Martin, Nazario, Heterocycles, 1984, vol. 22, # 1, p. 1 - 6
  作者：Soto, Jose L.、Seoane, Carlos、Martin, Nazario、Quinteiro, Margarita

  DOI：——

  日期：——
• Nasakin, O. E.; Lukin, P. M.; Zil'berg, S. P., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, p. 901 - 908
  作者：Nasakin, O. E.、Lukin, P. M.、Zil'berg, S. P.、Terent'ev, P. B.、Bulai, A. Kh.、et al.

  DOI：——

  日期：——