3-(ethoxycarbonylmethylamino)propionic acid methyl ester | 215233-92-4

• 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: 3-(ethoxycarbonylmethylamino)propionic acid methyl ester
• 英文别名: N-ethoxycarbonylmethyl-β-alanine methyl ester；N-Aethoxycarbonylmethyl-β-alanin-methylester；Methyl 3-[(2-ethoxy-2-oxoethyl)amino]propanoate
• CAS: 215233-92-4
• 化学式: C₈H₁₅NO₄
• mdl: MFCD12148718
• 分子量: 189.211
• InChiKey: HAEVAIQNUMSULC-UHFFFAOYSA-N

物化性质

• 沸点：
  257.4±25.0 °C(Predicted)
• 密度：
  1.072±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(ethoxycarbonylmethylamino)propionic acid methyl ester 在 盐酸 作用下， 生成 3-((羧甲基)氨基)丙酸
  参考文献：
  名称：

  Cocker et al., Journal of the Chemical Society, 1952, p. 1182

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(benzyl(2-ethoxy-2-oxoethyl)amino)propionic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、413.68 kPa 条件下， 反应 4.0h， 以95%的产率得到3-(ethoxycarbonylmethylamino)propionic acid methyl ester
  参考文献：
  名称：

  Synthesis of chiral pyrrolidine and pyrrole derivatives through the chemoselective Dieckmann reaction of α,β-aminodiesters

  摘要：

  alpha,beta -Aminodiesters were allowed to react with t-BuOK in THF at -78 degreesC. The chemoselectivity of the Dieckmann cyclization was controlled by the nature of the substituents R-3 and R-4, allowing the preparation of pyrrolidine or pyrrole derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00377-3

文献信息

• Indium Trichloride-Catalyzed Conjugate Addition of Amines to <i>α</i>,<i>β</i>-Ethylenic Compounds in Water
  作者：Teck-Peng Loh、Lin-Li Wei

  DOI：10.1055/s-1998-1845

  日期：1998.9

  Catalytic amount of indium (III) trichloride efficiently catalyzed Michael reaction between amines and α,β-ethylenic compounds in water and under mild conditions. Indium trichloride can be recovered and reused without decrease in yield.

  少量铟(III)三氯化物在水和温和条件下能高效催化胺类与α,β-乙烯基化合物之间的迈克尔反应。三氯化铟可以回收并重复使用，且不会降低产率。
• Design, Synthesis, and Biological Evaluation of Thio-Containing Compounds with Serum HDL-Cholesterol-Elevating Properties
  作者：Hassan Elokdah、Theodore S. Sulkowski、Magid Abou-Gharbia、John A. Butera、Sie-Yearl Chai、Geraldine R. McFarlane、Mar-Lee McKean、John L. Babiak、Steven J. Adelman、Elaine M. Quinet

  DOI：10.1021/jm030219z

  日期：2004.1.1

  A novel series of substituted sulfanyldihydroimidazolones (1) that modulates high-density lipoprotein cholesterol (HDL-C) has been reported to have HDL-elevating properties in several animal models. Concerns about the chemical and metabolic stability of I directed us to explore the structure-activity relationship (SAR) of a related series of substituted thiohydantoins (2). Expansion of the scope of the thiohydantoin series led to exploration of compounds in related thio-containing ring systems 3-7 and the N-cyanoguanidine derivative 8. Compounds were tested sequentially in three animal models to assess their HDL-C elevating efficacy and safety profiles. Further evaluation of selected compounds in a dose-response paradigm culminated in the identification of compound 2.39 as a candidate compound for advanced preclinical. studies.