potassium tert-butyl (3,3-diethoxypropyl){(trifluoroborato)methyl}carbamate | 1397275-23-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: potassium tert-butyl (3,3-diethoxypropyl){(trifluoroborato)methyl}carbamate
• CAS: 1397275-23-8
• 化学式: C₁₃H₂₆BF₃NO₄*K
• 分子量: 367.258
• InChiKey: YLUCRUCZTGVXRC-UHFFFAOYSA-N

物化性质

• 熔点：
  138-140 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  23.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-氯苯甲醚 、 potassium tert-butyl (3,3-diethoxypropyl){(trifluoroborato)methyl}carbamate 在 chloro (2-dicyclohexylphosphino-2 ‘,4’,6’-triisopropyl-1,1’-biphenyl)[2-(2’-amino-1,1‘-biphenyl)]palladium(II) 、 caesium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 3.0h， 以85%的产率得到tert-butyl (3,3-diethoxypropyl)(4-methoxybenzyl)carbamate
  参考文献：
  名称：

  Potassium Boc-Protected Secondary Aminomethyltrifluoroborates: Synthesis and Suzuki–Miyaura Cross-Coupling Reactions

  摘要：

  Seven potassium Boc-protected secondary aminomethyltrifluoroborates were prepared in a standardized two-step process. The Suzuki-Miyaura cross-coupling reaction was studied with this new class of nucleophiles, and a large variety of aryl and hetaryl chlorides provided the desired products in good to excellent yields, thereby allowing easy access to secondary aminomethyl substructures.

  DOI：

  10.1021/ol301955s
• 作为产物：
  描述：

  tert-butyl (3,3-diethoxypropyl){(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl}carbamate 在 potassium carbonate 、 potassium hydrogen difluoride 作用下， 以 水 、 丙酮 为溶剂， 反应 1.67h， 以53%的产率得到potassium tert-butyl (3,3-diethoxypropyl){(trifluoroborato)methyl}carbamate
  参考文献：
  名称：

  Potassium Boc-Protected Secondary Aminomethyltrifluoroborates: Synthesis and Suzuki–Miyaura Cross-Coupling Reactions

  摘要：

  Seven potassium Boc-protected secondary aminomethyltrifluoroborates were prepared in a standardized two-step process. The Suzuki-Miyaura cross-coupling reaction was studied with this new class of nucleophiles, and a large variety of aryl and hetaryl chlorides provided the desired products in good to excellent yields, thereby allowing easy access to secondary aminomethyl substructures.

  DOI：

  10.1021/ol301955s

文献信息

• Pd-Catalyzed Suzuki–Miyaura Cross-Coupling Reactions between Sulfamates and Potassium Boc-Protected Aminomethyltrifluoroborates
  作者：Gary A. Molander、Inji Shin

  DOI：10.1021/ol401021x

  日期：2013.5.17

  Sulfamates were studied as the electrophilic partners in the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with potassium Boc-protected primary and secondary aminomethyltrifluoroborates. A broad range of substrates was successfully coupled to provide the desired products. Complex molecules containing a new carbon-carbon bond and an aminomethyl moiety could be prepared through this developed method.