2-(4-Iodo-benzyl)-3-(4-iodo-phenyl)-2-isocyano-propionic acid ethyl ester | 405195-41-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(4-Iodo-benzyl)-3-(4-iodo-phenyl)-2-isocyano-propionic acid ethyl ester
• CAS: 405195-41-7
• 化学式: C₁₉H₁₇I₂NO₂
• 分子量: 545.158
• InChiKey: LPYIRYQAQKHLBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  30.66
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(4-Iodo-benzyl)-3-(4-iodo-phenyl)-2-isocyano-propionic acid ethyl ester 在 盐酸 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 生成 Ethyl 2-formamido-3-[4-(4-methylphenyl)phenyl]-2-[[4-(4-methylphenyl)phenyl]methyl]propanoate
  参考文献：
  名称：

  Synthesis of highly functionalised dibenzylglycine derivatives via the Suzuki–Miyaura coupling reaction

  摘要：

  Several alpha,alpha -dibenzylglycine (alpha -benzylphenylalanine) derivatives were prepared by alkylation of the ethyl isocyanoacetate with different benzyl bromide derivatives. Various aryl groups were introduced in the dibenzylglycine moiety via the Suzuki-Miyaura. coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00686-2
• 作为产物：
  描述：

  异氰基乙酸乙酯 、 4-碘苄基溴 在 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 以32%的产率得到2-(4-Iodo-benzyl)-3-(4-iodo-phenyl)-2-isocyano-propionic acid ethyl ester
  参考文献：
  名称：

  Synthesis of highly functionalised dibenzylglycine derivatives via the Suzuki–Miyaura coupling reaction

  摘要：

  Several alpha,alpha -dibenzylglycine (alpha -benzylphenylalanine) derivatives were prepared by alkylation of the ethyl isocyanoacetate with different benzyl bromide derivatives. Various aryl groups were introduced in the dibenzylglycine moiety via the Suzuki-Miyaura. coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00686-2

文献信息

• Ethyl 2-formamido-2-(4-iodobenzyl)-3-(4-iodophenyl)propionate and ethyl 2-(3-bromobenzyl)-3-(3-bromophenyl)-2-formamidopropionate
  作者：Lakshminarasimhan Damodharan、Vasantha Pattabhi、Manoranjan Behera、Sambasivarao Kotha

  DOI：10.1107/s0108270103005183

  日期：2003.4.15

  The title compounds, C19H19I2NO3 and C19H19Br2NO3, are derivatives of alpha-aminoisobutyric acid with halogen substituents at the para and meta positions, respectively. The ethoxycarbonyl and formamide side chains attached to the C-alpha atom of the molecule adopt extended and folded conformations, respectively. The crystal structures are stabilized by N-H...O, C-H...O, C-Br...O and C-I...O interactions.
• Conformational switching caused by biphenyl substitution at the C^αposition: ethyl 2-benzyl-2-(formylamino)-3-phenylpropionate and ethyl 3-(1,1′-biphenyl-4-yl)-2-(formylamino)-2-(4-phenylbenzyl)propionate
  作者：Lakshminarasimhan Damodharan、Vasantha Pattabhi、Manoranjan Behera、Sambasivarao Kotha

  DOI：10.1107/s0108270104013150

  日期：2004.7.15

  The title compounds, C19H21NO3 and C31H29NO3, are derivatives of alpha-aminoisobutyric acid, with benzyl and dibenzyl substitution. The pseudo-peptide formed by the N-formyl and ethyl ester substitution at the C-alpha position switches from a trans - trans to a trans - cis configuration as a result of biphenyl substitution. The packing of the compounds is stabilized by N - H...O and C - H...O hydrogen bonds.