(1S)-(2-phenylcyclohex-2-enylamino)acetic acid ethyl ester

• 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: (1S)-(2-phenylcyclohex-2-enylamino)acetic acid ethyl ester
• 英文别名: ethyl 2-[[(1S)-2-phenylcyclohex-2-en-1-yl]amino]acetate
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: BSBMLNMIQNRTON-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  2-胺基乙酸乙酯 、 methyl 2-phenyl-2-cyclohexenyl carbonate 在 N,O-双三甲硅基乙酰胺 、 bis(η3-allyl-μ-chloropalladium(II)) 、 (S,R_P)-phenyl-P-chirogenic diaminophosphine oxide 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以88%的产率得到(1S)-(2-phenylcyclohex-2-enylamino)acetic acid ethyl ester
  参考文献：
  名称：

  Pd-Catalyzed Asymmetric Allylic Amination Using Aspartic Acid Derived P-Chirogenic Diaminophosphine Oxides:  DIAPHOXs

  摘要：

  A Pd-catalyzed asymmetric allylic amination using aspartic acid derived P-chirogenic diaminophosphine oxides (DIAPHOXs) is described. Asymmetric allylic amination of both linear and cyclic substrates proceeded at room temperature to give the chiral allylic amines in 72-99% ee.

  DOI：

  10.1021/ol051748v

文献信息

• Pd-catalyzed asymmetric allylic aminations with aromatic amine nucleophiles using chiral diaminophosphine oxides: DIAPHOXs
  作者：Tetsuhiro Nemoto、Shinji Tamura、Tatsurou Sakamoto、Yasumasa Hamada

  DOI：10.1016/j.tetasy.2008.07.015

  日期：2008.7

  Asymmetric allylic aminations with aromatic amine nucleophiles using Pd-DIAPHOX catalyst systems are described. The asymmetric allylic aminations of various allylic carbonates proceeded using 2-5 mol % of the catalyst and BSA, providing the corresponding N-aryl chiral allylic amines in up to 99% ee for cyclic substrates, and in up to 97% ee for acyclic substrates. (C) 2008 Elsevier Ltd. All rights reserved.
• Pd-Catalyzed Asymmetric Allylic Amination Using Aspartic Acid Derived P-Chirogenic Diaminophosphine Oxides:  DIAPHOXs
  作者：Tetsuhiro Nemoto、Takamasa Masuda、Yuichi Akimoto、Takashi Fukuyama、Yasumasa Hamada

  DOI：10.1021/ol051748v

  日期：2005.9.1

  A Pd-catalyzed asymmetric allylic amination using aspartic acid derived P-chirogenic diaminophosphine oxides (DIAPHOXs) is described. Asymmetric allylic amination of both linear and cyclic substrates proceeded at room temperature to give the chiral allylic amines in 72-99% ee.