2-formyl-3-methyl-pent-4-enoic acid ethyl ester | 87146-64-3

• 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: 2-formyl-3-methyl-pent-4-enoic acid ethyl ester
• 英文别名: 2-Formyl-3-methyl-pent-4-ensaeure-aethylester；Ethyl 2-formyl-3-methylpent-4-enoate；ethyl 2-formyl-3-methylpent-4-enoate
• CAS: 87146-64-3
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: UPDQDQXYMDXGCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  2-formyl-3-methyl-pent-4-enoic acid ethyl ester 在 sodium ethanolate 作用下， 生成 3-甲基戊-4-烯酸乙酯
  参考文献：
  名称：

  Transetherification Reactions. Preparation and Rearrangement of β-Alloxyacrylates¹

  摘要：

  DOI：

  10.1021/ja01158a040
• 作为产物：
  描述：

  (E)-ethyl 3-((E)-but-2-en-1-yloxy)acrylate 以 甲苯 为溶剂， 反应 15.0h， 以100%的产率得到2-formyl-3-methyl-pent-4-enoic acid ethyl ester
  参考文献：
  名称：

  A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis

  摘要：

  A step-economical one-pot nucleophilic catalysis/thermal Claisen-rearrangement protocol for the direct synthesis of alpha-formyl-alpha-allylacetates from allylic alcohols and activated alkynes has been developed. The product alpha-formyl-alpha-allylacetates were further reacted in situ to give either protected enol ethers or beta-hydroxy-4-pentenoates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.035

文献信息

• Allylic rearrangement
  申请人：ROHM &

  公开号：US02540071A1

  公开（公告）日：1951-01-30
• Acyloxymethylene-pentenoates
  申请人：ROHM & HAAS

  公开号：US02540070A1

  公开（公告）日：1951-01-30
• A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis
  作者：William Chung、Petra Lindovska、Jason E. Camp

  DOI：10.1016/j.tetlet.2011.10.035

  日期：2011.12

  A step-economical one-pot nucleophilic catalysis/thermal Claisen-rearrangement protocol for the direct synthesis of alpha-formyl-alpha-allylacetates from allylic alcohols and activated alkynes has been developed. The product alpha-formyl-alpha-allylacetates were further reacted in situ to give either protected enol ethers or beta-hydroxy-4-pentenoates. (C) 2011 Elsevier Ltd. All rights reserved.
• Transetherification Reactions. Preparation and Rearrangement of β-Alloxyacrylates¹
  作者：W. J. Croxall、J. O. Van Hook

  DOI：10.1021/ja01158a040

  日期：1950.2