methyl 3-[[(1R)-1-phenylethyl]amino]but-2-enoate | 1155810-34-6

• 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: methyl 3-[[(1R)-1-phenylethyl]amino]but-2-enoate
• CAS: 1155810-34-6
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: TVWBZICHLZVDLK-LLVKDONJSA-N

物化性质

• 沸点：
  333.3±35.0 °C(predicted)
• 密度：
  1.038±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 乙酰乙酸甲酯 在 copper(II) nitrate trihydrate 作用下， 反应 0.25h， 以95%的产率得到methyl 3-[[(1R)-1-phenylethyl]amino]but-2-enoate
  参考文献：
  名称：

  Simple and efficient synthesis of 3-aminopropenones and 3-aminopropenoates catalyzed by copper(II) nitrate trihydrate under solvent-free conditions

  摘要：

  A simple, efficient and environmentally begin method has been developed for the synthesis of 3-aminopropenones and 3-aminopropenoates through the reaction of 1,3-dicarbonyl compounds with amines in the presence of Cu(NO(3))(2) center dot 3H(2)O under solvent-free conditions.

  DOI：

  10.1007/s00706-007-0832-x

文献信息

• Asymmetric Catalysis of the Carbonyl-Amine Condensation: Kinetic Resolution of Primary Amines
  作者：Sayantani Das、Nilanjana Majumdar、Chandra Kanta De、Dipti Sankar Kundu、Arno Döhring、Anika Garczynski、Benjamin List

  DOI：10.1021/jacs.6b12176

  日期：2017.2.1

  Brønsted acid catalyzed kinetic resolution of primary amines is described that is based on the condensation between an amine and a carbonyl compound. 1,3-Diketones react with racemic α-branched amines to furnish the corresponding enantioenriched enaminone and recovered starting material. Good to excellent enantioselectivity was observed with both aromatic and aliphatic primary amines. This process

  描述了伯胺的布朗斯台德酸催化动力学拆分，其基于胺和羰基化合物之间的缩合。1,3-二酮与外消旋α-支化胺反应以提供相应的对映体富集的烯胺酮和回收的起始材料。对芳香族和脂肪族伯胺均观察到良好至极好的对映选择性。该过程代表了脂肪胺的第一个小分子催化动力学拆分。
• Simple and efficient synthesis of 3-aminopropenones and 3-aminopropenoates catalyzed by copper(II) nitrate trihydrate under solvent-free conditions
  作者：Geng-Chen Li

  DOI：10.1007/s00706-007-0832-x

  日期：2008.7

  A simple, efficient and environmentally begin method has been developed for the synthesis of 3-aminopropenones and 3-aminopropenoates through the reaction of 1,3-dicarbonyl compounds with amines in the presence of Cu(NO(3))(2) center dot 3H(2)O under solvent-free conditions.