(Z)-2-(methoxycarbonylamino)-4-phenylbut-2-enoic acid | 288068-75-7

• 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: (Z)-2-(methoxycarbonylamino)-4-phenylbut-2-enoic acid
• CAS: 288068-75-7
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: MHQRETRBERTQJE-NTMALXAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-2-(methoxycarbonylamino)-4-phenylbut-2-enoic acid 在 [Rh(S-1)(COD)]BF₄ 氢气 作用下， 以 丙酮 为溶剂， 20.0 ℃ 、3.45 MPa 条件下， 反应 7.0h， 生成 (S)-2-<(Methoxycarbonyl)amino>-4-phenylbutanoic Acid
  参考文献：
  名称：

  An efficient synthesis of chiral homophenylalanine derivatives via enantioselective hydrogenation

  摘要：

  Chiral homophenylalanine derivatives were synthesized via enantioselective hydrogenation of 5a and 5b catalyzed by rhodium complexes bearing chiral phosphine and phosphinite legands. Enantiomeric excesses up to 96.2% were achieved when S-spiroOP(S-1) was used as a chiral ligand under 500 psi of H-2 pressure in acetone. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00424-3
• 作为产物：
  描述：

  Phenethylmagnesium chloride 在 盐酸 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 (Z)-2-(methoxycarbonylamino)-4-phenylbut-2-enoic acid
  参考文献：
  名称：

  An efficient synthesis of chiral homophenylalanine derivatives via enantioselective hydrogenation

  摘要：

  Chiral homophenylalanine derivatives were synthesized via enantioselective hydrogenation of 5a and 5b catalyzed by rhodium complexes bearing chiral phosphine and phosphinite legands. Enantiomeric excesses up to 96.2% were achieved when S-spiroOP(S-1) was used as a chiral ligand under 500 psi of H-2 pressure in acetone. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00424-3

文献信息

• An efficient synthesis of chiral homophenylalanine derivatives via enantioselective hydrogenation
  作者：Xingshu Li、Chi-hung Yeung、Albert S.C. Chan、Dong-Sheng Lee、Teng-Kuei Yang

  DOI：10.1016/s0957-4166(99)00424-3

  日期：1999.10

  Chiral homophenylalanine derivatives were synthesized via enantioselective hydrogenation of 5a and 5b catalyzed by rhodium complexes bearing chiral phosphine and phosphinite legands. Enantiomeric excesses up to 96.2% were achieved when S-spiroOP(S-1) was used as a chiral ligand under 500 psi of H-2 pressure in acetone. (C) 1999 Elsevier Science Ltd. All rights reserved.