dibutyl 2-(trifluoromethyl)cyclopropylboronate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: dibutyl 2-(trifluoromethyl)cyclopropylboronate
• 英文别名: dibutoxy-[(1R,2R)-2-(trifluoromethyl)cyclopropyl]borane
• 化学式: C₁₂H₂₂BF₃O₂
• 分子量: 266.112
• InChiKey: DAYNCGMXRPDCQV-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙烯基硼酸二丁酯 、 2,2,2-三氟乙胺盐酸盐 在 sodium nitrite 、 palladium diacetate 作用下， 以 乙醚 、 水 为溶剂， 生成 dibutyl 2-(trifluoromethyl)cyclopropylboronate 、 dibutyl 2-(trifluoromethyl)cyclopropylboronate
  参考文献：
  名称：

  Dibutyl 2-(trifluoromethyl)cyclopropylboronate as a useful (trifluoromethyl)cyclopropyl donor: application to antagonists of TRPV1

  摘要：

  Dibutyl-2-(trifluoromethyl)cyclopropylboronate 2, available in one step from commercially available reagents, serves as a useful (trifluoromethyl)cyclopropylating reagent by participating in a palladium-catalyzed Suzuki coupling. The use of boronate ester 2 in medicinal chemistry was exemplified by preparation of TRPV1 receptor antagonists. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.073

文献信息

• Dibutyl 2-(trifluoromethyl)cyclopropylboronate as a useful (trifluoromethyl)cyclopropyl donor: application to antagonists of TRPV1
  作者：Matthew A.J. Duncton、Leticia Ayala、Carl Kaub、Satyanarayana Janagani、William T. Edwards、Nina Orike、Krithika Ramamoorthy、John Kincaid、Michael G. Kelly

  DOI：10.1016/j.tetlet.2009.12.073

  日期：2010.2

  Dibutyl-2-(trifluoromethyl)cyclopropylboronate 2, available in one step from commercially available reagents, serves as a useful (trifluoromethyl)cyclopropylating reagent by participating in a palladium-catalyzed Suzuki coupling. The use of boronate ester 2 in medicinal chemistry was exemplified by preparation of TRPV1 receptor antagonists. (C) 2009 Elsevier Ltd. All rights reserved.