Methyl 5-(2-methylpropylcarbamoyl)-2-[3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]carbamoyl]naphthalen-2-yl]benzoate | 301684-04-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Methyl 5-(2-methylpropylcarbamoyl)-2-[3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]carbamoyl]naphthalen-2-yl]benzoate
• CAS: 301684-04-8
• 化学式: C₃₃H₂₇F₃N₄O₅
• 分子量: 616.596
• InChiKey: USVBCKOGNVTNIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Methyl 5-(2-methylpropylcarbamoyl)-2-[3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]carbamoyl]naphthalen-2-yl]benzoate 在 镍 lithium hydroxide 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 18.0h， 生成 2-(3-(4-amidinophenylcarbamoyl)naphthalen-2-yl)-5-((2-methylpropyl)carbamoyl)benzoic acid
  参考文献：
  名称：

  An efficient synthesis of 2-(3-(4-amidinophenylcarbamoyl)naphthalen-2-yl)-5-((2,2-methylpropyl)carbamoyl)benzoic acid: a factor VIIa inhibitor discovered by the Ono Pharmaceutical Company

  摘要：

  A small molecule factor VIIa inhibitor has recently been reported by the Ono Pharmaceutical Company. Herein, we outline an efficient and convergent, synthetic route that relies upon a palladium-catalyzed Stille coupling reaction as a key step for the synthesis of the inhibitor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01016-9
• 作为产物：
  描述：

  3-碘萘-2-羧酸 在 4-二甲氨基吡啶 、 copper(l) iodide 、 tris(dibenzylideneacetone)dipalladium (0) 、 三苯胂 、 盐酸羟胺 、 三氯化磷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 三氟乙酸 、 xylene 为溶剂， 反应 23.5h， 生成 Methyl 5-(2-methylpropylcarbamoyl)-2-[3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]carbamoyl]naphthalen-2-yl]benzoate
  参考文献：
  名称：

  An efficient synthesis of 2-(3-(4-amidinophenylcarbamoyl)naphthalen-2-yl)-5-((2,2-methylpropyl)carbamoyl)benzoic acid: a factor VIIa inhibitor discovered by the Ono Pharmaceutical Company

  摘要：

  A small molecule factor VIIa inhibitor has recently been reported by the Ono Pharmaceutical Company. Herein, we outline an efficient and convergent, synthetic route that relies upon a palladium-catalyzed Stille coupling reaction as a key step for the synthesis of the inhibitor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01016-9

文献信息

• An efficient synthesis of 2-(3-(4-amidinophenylcarbamoyl)naphthalen-2-yl)-5-((2,2-methylpropyl)carbamoyl)benzoic acid: a factor VIIa inhibitor discovered by the Ono Pharmaceutical Company
  作者：Jeffrey T Kohrt、Kevin J Filipski、Stephen T Rapundalo、Wayne L Cody、Jeremy J Edmunds

  DOI：10.1016/s0040-4039(00)01016-9

  日期：2000.8

  A small molecule factor VIIa inhibitor has recently been reported by the Ono Pharmaceutical Company. Herein, we outline an efficient and convergent, synthetic route that relies upon a palladium-catalyzed Stille coupling reaction as a key step for the synthesis of the inhibitor. (C) 2000 Elsevier Science Ltd. All rights reserved.