ethyl 3-(1,1'-biphenyl-4-yl)-2-(formylamino)-2-(4-phenylbenzyl)propionate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: ethyl 3-(1,1'-biphenyl-4-yl)-2-(formylamino)-2-(4-phenylbenzyl)propionate
• 英文别名: Ethyl 3-(1,1'-biphenyl-4-yl)-2-(formylamino)-2-(4-phenylbenzyl)propionate；ethyl 2-formamido-3-(4-phenylphenyl)-2-[(4-phenylphenyl)methyl]propanoate
• 化学式: C₃₁H₂₉NO₃
• 分子量: 463.576
• InChiKey: ZBOIYHZPZODNNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-碘苄基溴 在 四(三苯基膦)钯 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 3-(1,1'-biphenyl-4-yl)-2-(formylamino)-2-(4-phenylbenzyl)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

• 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.
• 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.