3-chloro-2-ethylpent-2-enedioic acid | 1566599-62-9

• 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: 3-chloro-2-ethylpent-2-enedioic acid
• CAS: 1566599-62-9
• 化学式: C₇H₉ClO₄
• 分子量: 192.599
• InChiKey: BKWUNTHMXSWRQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-chloro-2-ethylpent-2-enedioic acid 在 吡啶 、 乙酸酐 、 1,2-二氯乙烷 作用下， 以 二氯甲烷 为溶剂， 反应 41.0h， 生成
  参考文献：
  名称：

  Diastereo- and Enantioselective Addition of Anilide-Functionalized Allenoates to N-Acylimines Catalyzed by a Pyridylalanine-Based Peptide

  摘要：

  A selective peptide-catalyzed addition of allenic esters to N-acylimines is reported. Tetrasubstituted allenes were achieved with up to 42:1 diastereomeric ratio and 94:6 enantiomeric ratio (up to 99:1 er after recrystallization of the major diastereomer). An exploration of the role of individual amino acids within the peptide was undertaken. The scope of the reaction was explored and revealed heightened reactivity with thioester-containing allenes. A mechanistic framework that may account for the observed reactivity is also described.

  DOI：

  10.1021/ja412996f
• 作为产物：
  描述：

  在 盐酸 作用下， 以 水 为溶剂， 反应 2.5h， 生成 3-chloro-2-ethylpent-2-enedioic acid
  参考文献：
  名称：

  Diastereo- and Enantioselective Addition of Anilide-Functionalized Allenoates to N-Acylimines Catalyzed by a Pyridylalanine-Based Peptide

  摘要：

  A selective peptide-catalyzed addition of allenic esters to N-acylimines is reported. Tetrasubstituted allenes were achieved with up to 42:1 diastereomeric ratio and 94:6 enantiomeric ratio (up to 99:1 er after recrystallization of the major diastereomer). An exploration of the role of individual amino acids within the peptide was undertaken. The scope of the reaction was explored and revealed heightened reactivity with thioester-containing allenes. A mechanistic framework that may account for the observed reactivity is also described.

  DOI：

  10.1021/ja412996f