N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucine | 1476068-48-0

• 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: N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucine
• 英文别名: (2S)-2-[[1-(4-bromo-2-propan-2-ylphenyl)-5-(2,6-dimethoxyphenyl)pyrazole-3-carbonyl]amino]-4-methylpentanoic acid
• CAS: 1476068-48-0
• 化学式: C₂₇H₃₂BrN₃O₅
• 分子量: 558.472
• InChiKey: YJGSJGVKKVXBAM-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucine 、 三甲基-1,3-丙二胺 、 molybdenum hexacarbonyl 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以26%的产率得到N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucine
  参考文献：
  名称：

  Efficient Synthesis of Heterocyclic Neurotensin Receptor Ligands by Microwave-Assisted Aminocarbonylation

  摘要：

  Marking the heterocyclic neurotensin receptor antagonist SR142948A as a lead compound, the development of an efficient and a practical synthetic route to heterocyclic aryl carboxamides is reported. Thus, a highly efficient and flexible access to these carboxamides was elaborated by taking advantage of microwave-assisted aminocarbonylation reaction mediated by Mo(CO)(6), Herrmann's palladacycle, [(t-Bu)(3)PH]BF4, and DBU.

  DOI：

  10.1055/s-0033-1338497
• 作为产物：
  描述：

  2-异丙基苯胺 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 ammonium acetate 、 水 、 三乙胺 、 三氟乙酸 、 potassium hydroxide 、 sodium nitrite 、 氯甲酸异丁酯 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 11.0h， 生成 N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucine
  参考文献：
  名称：

  Efficient Synthesis of Heterocyclic Neurotensin Receptor Ligands by Microwave-Assisted Aminocarbonylation

  摘要：

  Marking the heterocyclic neurotensin receptor antagonist SR142948A as a lead compound, the development of an efficient and a practical synthetic route to heterocyclic aryl carboxamides is reported. Thus, a highly efficient and flexible access to these carboxamides was elaborated by taking advantage of microwave-assisted aminocarbonylation reaction mediated by Mo(CO)(6), Herrmann's palladacycle, [(t-Bu)(3)PH]BF4, and DBU.

  DOI：

  10.1055/s-0033-1338497

文献信息

• Efficient Synthesis of Heterocyclic Neurotensin Receptor Ligands by Microwave-Assisted Aminocarbonylation
  作者：Peter Gmeiner、Christopher Lang

  DOI：10.1055/s-0033-1338497

  日期：——

  Marking the heterocyclic neurotensin receptor antagonist SR142948A as a lead compound, the development of an efficient and a practical synthetic route to heterocyclic aryl carboxamides is reported. Thus, a highly efficient and flexible access to these carboxamides was elaborated by taking advantage of microwave-assisted aminocarbonylation reaction mediated by Mo(CO)(6), Herrmann's palladacycle, [(t-Bu)(3)PH]BF4, and DBU.