ethyl 2-formamido-2-(4-iodobenzyl)-3-(4-iodophenyl)propionate | 405195-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-formamido-2-(4-iodobenzyl)-3-(4-iodophenyl)propionate
• 英文别名: Ethyl 2-formamido-2-(4-iodobenzyl)-3-(4-iodophenyl)propanoate；ethyl 2-formamido-3-(4-iodophenyl)-2-[(4-iodophenyl)methyl]propanoate
• CAS: 405195-46-2
• 化学式: C₁₉H₁₉I₂NO₃
• 分子量: 563.174
• InChiKey: RDRYAHMDXYKPHL-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C
• 沸点：
  603.0±55.0 °C(Predicted)
• 密度：
  1.763±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  烯丙基硼酸频哪醇酯 、 ethyl 2-formamido-2-(4-iodobenzyl)-3-(4-iodophenyl)propionate 在 四(三苯基膦)钯 cesium fluoride 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到Ethyl 2-formamido-3-(4-prop-2-enylphenyl)-2-[(4-prop-2-enylphenyl)methyl]propanoate
  参考文献：
  名称：

  通过 Suzuki-Miyaura 交叉偶联反应制备烯丙基化芳烃的简单合成方法

  摘要：

  在 CsF 存在下，Pd 催化芳族碘化物和溴化物与烯丙基硼酸酯 (2a,b) 的交叉偶联反应产生烯丙基化芳烃。

  DOI：

  10.1055/s-2005-871569
• 作为产物：
  描述：

  4-碘苄基溴 在 盐酸 、 potassium carbonate 、 四正丁基硫酸铵 作用下， 以 乙醚 、 乙腈 为溶剂， 生成 ethyl 2-formamido-2-(4-iodobenzyl)-3-(4-iodophenyl)propionate
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1107/s0108270104013150

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.
• Synthesis of highly functionalised dibenzylglycine derivatives via the Suzuki–Miyaura coupling reaction
  作者：Sambasivarao Kotha、Manoranjan Behera、Ramanatham Vinod Kumar

  DOI：10.1016/s0960-894x(01)00686-2

  日期：2002.1

  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.