methyl 2-(1-phenylethylamino)butanoate

• 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: methyl 2-(1-phenylethylamino)butanoate
• 英文别名: 2-(1-phenyl-ethylamino)butyric acid methyl ester
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: KWPWOWNUGHMEDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  三乙基硼 、 methyl N-(1-phenylethyl)-α-iminoacetate 在 air 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 以56%的产率得到methyl 2-(1-phenylethylamino)butanoate
  参考文献：
  名称：

  Diethylzinc: A Chain-Transfer Agent in Intermolecular Radical Additions. A Parallel with Triethylborane

  摘要：

  In the presence of oxygen, diethylzinc can be used to promote radical additions to C=N bond containing radical accepters and to enones. In these reactions, it plays at the same time the role of the initiator and the role of the chain-transfer reagent. A parallel with triethylborane-mediated reactions is established. The methodology is restricted to secondary and tertiaryalkyl radicals generated from the corresponding alkyl iodides. It could not be extended either to C=C bond containing radical accepters such as methyl methacrylate and nitrocyclohexene or to diethylazodicarboxylate.

  DOI：

  10.1021/jo9912404

文献信息

• Evaluation of phenylorganotellurium compounds as radical precursors in dialkylzinc-mediated radical addition to CN double bonds
  作者：Fabien Cougnon、Laurence Feray、Samantha Bazin、Michèle P. Bertrand

  DOI：10.1016/j.tet.2007.09.014

  日期：2007.11

  Diethylzinc-mediated radical addition to CN bonds was investigated in the presence of phenylorganotellurium compounds as radical precursors. As group transfer agents, secondary alkyl phenyl tellurides were shown to be about twice as reactive as the corresponding alkyl iodides towards ethyl radical. Their use was proven to be advantageous regarding both chemoselectivity and yield. The replacement of

  在苯基有机碲化合物作为自由基前体的存在下，研究了二乙基锌介导的向CN键的自由基加成反应。作为基团转移剂，仲烷基苯基碲化物的反应活性约为相应的烷基碘对乙基的两倍。事实证明，它们的使用在化学选择性和产率方面都是有利的。用二甲基锌代替二乙基锌在这些反应中没有优势。