2-{[1-Phenyl-meth-(E)-ylidene]-amino}-pentanoic acid ethyl ester | 149207-93-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-{[1-Phenyl-meth-(E)-ylidene]-amino}-pentanoic acid ethyl ester
• 英文别名: 2-(Benzylideneamino)pentanoic acid ethyl ester；ethyl 2-(benzylideneamino)pentanoate
• CAS: 149207-93-2
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: WBLWBNAYJVZXRX-UHFFFAOYSA-N

物化性质

• 沸点：
  318.6±25.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-{[1-Phenyl-meth-(E)-ylidene]-amino}-pentanoic acid ethyl ester 在 盐酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 ethyl 2-amino-2-propyloctanoate
  参考文献：
  名称：

  Liu, Weiguo; Ray, Paul; Benezra, Steven A., Journal of the Chemical Society. Perkin transactions I, 1995, # 5, p. 553 - 560

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-正缬氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 氯化亚砜 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 2-{[1-Phenyl-meth-(E)-ylidene]-amino}-pentanoic acid ethyl ester
  参考文献：
  名称：

  Liu, Weiguo; Ray, Paul; Benezra, Steven A., Journal of the Chemical Society. Perkin transactions I, 1995, # 5, p. 553 - 560

  摘要：

  DOI：

文献信息

• Substituted 2, 4-imidazolidinedione compounds as pharmaceutical active
  申请人：Gruenenthal GmbH

  公开号：US06004963A1

  公开（公告）日：1999-12-21

  A substituted 2,4-imidazolidinedione compound corresponding to the formula I ##STR1## a process for production thereof and the use of these compounds in a pharmaceutical preparation are described. Substituents R1, R2, R3 and R4 have the same meaning as defined in the specification.

  本文描述了一种对应于公式I的取代2,4-咪唑烷二酮化合物，以及其生产过程和在制药制剂中的应用。取代基R1、R2、R3和R4的含义如规范中所定义。
• Schiff Bases of Amino Acid Esters as New Substrates for the Enantioselective Enzymatic Hydrolysis and Accompanied Asymmetric Transformations in Aqueous Organic Solvents¹^,²
  作者：Virinder S. Parmar、Amarjit Singh、Kirpal S. Bisht、Naresh Kumar、Y. N. Belokon、K. A. Kochetkov、N. S. Ikonnikov、S. A. Orlova、V. I. Tararov、T. F. Saveleva

  DOI：10.1021/jo941734v

  日期：1996.1.1

  The enzyme (lipases and chymotrypsin)-catalyzed hydrolysis of Schiff bases derived from racemic amino acid esters and aromatic aldehydes has been investigated. The reactions were successfully carried out in different aqueous organic solvents at ambient temperature, but the aqueous acetonitrile (5.4% water content by volume) was the solvent of choice. The L-amino acid (ee 98%) precipitated out from the solution as the reaction progressed, and the liberated aldehyde and unhydrolyzed D-ester (ee 40-98%) remained in the solution. The range of substrates included amino acids having different types of side chains. The addition of an organic base (DABCO) into the solution resulted in the racemization of the remaining D-ester and the additional hydrolysis of the substrate, thus leading to the effective asymmetric transformation of the initial ester. Upto 87.5% of the initial racemate was converted into the L-enantiomer.