Methyl 3-phenyl-2-(3-phenylureido)propanoate

• 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: Methyl 3-phenyl-2-(3-phenylureido)propanoate
• 英文别名: methyl 3-phenyl-2-(phenylcarbamoylamino)propanoate
• 化学式: C₁₇H₁₈N₂O₃
• 分子量: 298.342
• InChiKey: UOXKDNFOZSSXEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 3-phenyl-2-(3-phenylureido)propanoate 在 Grubbs catalyst first generation 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 8a-Benzyl-2-phenyl-8,8a-dihydro-5H-imidazo[1,5-a]pyridine-1,3-dione
  参考文献：
  名称：

  Ring-closing olefin metathesis for the synthesis of 1,8-diazabicyclo[4.3.0]non-3-ene-7,9-diones

  摘要：

  A novel method for the efficient synthesis of 1,8-diazabicyclo[4.3.0]non-3-ene-7,9-diones 5 (bicyclic hydantoins) starting from ureas or Z-protected aminoacids has been developed. The key step is a ring-closing metathesis (RCM) reaction of diallyl substituted hydantoins 3 catalyzed by the ruthenium-carbene complex bis(tricyclohexylphosphine)benzilidine ruthenium dichloride (4). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00286-4
• 作为产物：
  描述：

  L-苯丙氨酸甲酯盐酸盐 在 三光气 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 15.25h， 生成 Methyl 3-phenyl-2-(3-phenylureido)propanoate
  参考文献：
  名称：

  Synthesis of a new urea derivative: a dual-functional organocatalyst for Knoevenagel condensation in water

  摘要：

  A phenylalanine-urea compound-catalyzed Knoevenagel condensation in water is reported. Various aldehydes and active methylene compounds undergo condensation at room temperature to give the desired products in high yields. The mechanism of the condensation of aldehydes with Meldrum's acid catalyzed by the novel urea derivative is also disclosed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.116

文献信息

• Microwave-Assisted Synthesis of Bidentate Chiral Unsymmetrical Urea Derivatives of P-tert-butylcalix[4]Arene and their Anion Recognition Properties
  作者：Xiaohong Wang、Zhigang Zhao、Bailing Chen、Xiaoxiao Li、Min Liu

  DOI：10.3184/174751915x14307583240337

  日期：2015.5

  Four new derivatives of p-t-butylcalix[4]arene containing two (1,3-distal) chiral unsymmetrical urea moieties at the lower rim were synthesised in four steps. Their anion recognition properties toward MeCO₂⁻, H₂PO₄⁻, NO₃⁻, I⁻, Br⁻, Cl⁻ were assessed by UV-Vis titration spectroscopy. All the receptors showed the strongest recognition ability for MeCO₂⁻, one of them having an association constant of 3139 M^-1. ¹H NMR studies of this receptor complex confirmed its tight binding of MeCO₂⁻.

  通过四个步骤合成了四种新的对叔丁基钙[4]炔衍生物，它们的下缘含有两个（1,3-二价）手性不对称脲分子。通过紫外-可见滴定光谱评估了它们对 MeCO2-、H2PO4-、NO3-、I-、Br-、Cl- 的阴离子识别特性。所有受体都显示出对 MeCO2- 的最强识别能力，其中一种受体的结合常数为 3139 M-1。对该受体复合物的 1H NMR 研究证实了它与 MeCO2- 的紧密结合。
• Synthesis of a new urea derivative: a dual-functional organocatalyst for Knoevenagel condensation in water
  作者：Wen-Jun Le、Hong-Fei Lu、Jun-Tao Zhou、He-Long Cheng、Yu-Hua Gao

  DOI：10.1016/j.tetlet.2013.07.116

  日期：2013.9

  A phenylalanine-urea compound-catalyzed Knoevenagel condensation in water is reported. Various aldehydes and active methylene compounds undergo condensation at room temperature to give the desired products in high yields. The mechanism of the condensation of aldehydes with Meldrum's acid catalyzed by the novel urea derivative is also disclosed. (C) 2013 Elsevier Ltd. All rights reserved.
• Ring-closing olefin metathesis for the synthesis of 1,8-diazabicyclo[4.3.0]non-3-ene-7,9-diones
  作者：Alexey B. Dyatkin

  DOI：10.1016/s0040-4039(97)00286-4

  日期：1997.3

  A novel method for the efficient synthesis of 1,8-diazabicyclo[4.3.0]non-3-ene-7,9-diones 5 (bicyclic hydantoins) starting from ureas or Z-protected aminoacids has been developed. The key step is a ring-closing metathesis (RCM) reaction of diallyl substituted hydantoins 3 catalyzed by the ruthenium-carbene complex bis(tricyclohexylphosphine)benzilidine ruthenium dichloride (4). (C) 1997 Elsevier Science Ltd.