ethyl 3-butyramido-3-(thiophen-2-yl)propanoate

• 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: ethyl 3-butyramido-3-(thiophen-2-yl)propanoate
• 英文别名: ethyl (3S)-3-(butanoylamino)-3-(furan-2-yl)propanoate
• 化学式: C₁₃H₁₉NO₄
• 分子量: 253.298
• InChiKey: OLUUCZCVRRRKSZ-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基-3-呋喃-2-基-丙酸 在 氯化亚砜 、 Candida antarctica Lipase A 作用下， 反应 1.0h， 生成 ethyl 3-butyramido-3-(thiophen-2-yl)propanoate
  参考文献：
  名称：

  Candida antarctica lipase A—a powerful catalyst for the resolution of heteroaromatic β-amino esters

  摘要：

  Enantioselective acylations of 3-amino-3-beteroarylpropanoates (ArCH(NH2)CH2CO2Et; Ar = 2- or 3-thienyl or -furyl) were performed in the presence of Candida antarctica lipase A. As a result of the excellent chemo- and enantioselectivities (E > 100), gram-scale resolutions were carried out in ethyl butanoate. The hydrochloride salts of the unreacted R substrates and the butanamides of the reactive S enantiomers were thus prepared. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00637-7

文献信息

• Dynamic Kinetic Resolution of β-Amino Esters by a Heterogeneous System of a Palladium Nanocatalyst and Candida antarctica Lipase A
  作者：Karin Engström、Mozaffar Shakeri、Jan-E. Bäckvall

  DOI：10.1002/ejoc.201001714

  日期：2011.4

  A dynamic kinetic resolution (DKR) of β-amino esters have been developed by the use of a heterogeneous racemization catalyst and an immobilized enzyme that accepts aromatic, heteroaromatic and alip ...

  β-氨基酯的动态动力学拆分 (DKR) 已通过使用非均相外消旋化催化剂和接受芳香族、杂芳香族和脂肪族化合物的固定化酶开发出来。
• Candida antarctica lipase A—a powerful catalyst for the resolution of heteroaromatic β-amino esters
  作者：Magdolna Solymár、Ferenc Fülöp、Liisa T. Kanerva

  DOI：10.1016/s0957-4166(02)00637-7

  日期：2002.10

  Enantioselective acylations of 3-amino-3-beteroarylpropanoates (ArCH(NH2)CH2CO2Et; Ar = 2- or 3-thienyl or -furyl) were performed in the presence of Candida antarctica lipase A. As a result of the excellent chemo- and enantioselectivities (E > 100), gram-scale resolutions were carried out in ethyl butanoate. The hydrochloride salts of the unreacted R substrates and the butanamides of the reactive S enantiomers were thus prepared. (C) 2002 Elsevier Science Ltd. All rights reserved.