1-(6-chloro-1-phenoxyhexyl)-1H-benzotriazole | 1370291-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-(6-chloro-1-phenoxyhexyl)-1H-benzotriazole
• CAS: 1370291-55-6
• 化学式: C₁₈H₂₀ClN₃O
• 分子量: 329.829
• InChiKey: AGPNORSNQZABGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  39.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(6-chloro-1-phenoxyhexyl)-1H-benzotriazole 在 正丁基锂 、 硼酸三甲酯 、 potassium hydrogen bifluoride 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 15.17h， 以34%的产率得到potassium 6-chlorohexanoyltrifluoroborate
  参考文献：
  名称：

  Synthesis of Acyltrifluoroborates

  摘要：

  Acylboranes are among the most elusive boron-containing organic functional groups, a fact that has impeded development of new reactions employing them as substrates. A new synthesis of acyltrifluoroborates from benzotriazole (Bt)-based N,O-acetals has been developed. Two other routes provide acyltrifluoroborates containing alcohols, aldehydes, and carbamates. The ketone-like reactivity of the acyltrifluoroborate functional group is demonstrated, and the first X-ray structure of an acyltrifluoroborate is reported.

  DOI：

  10.1021/ol300668m
• 作为产物：
  描述：

  1H-苯并三唑-1-甲醇 在 正丁基锂 、 氯化亚砜 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.33h， 生成 1-(6-chloro-1-phenoxyhexyl)-1H-benzotriazole
  参考文献：
  名称：

  Synthesis of Acyltrifluoroborates

  摘要：

  Acylboranes are among the most elusive boron-containing organic functional groups, a fact that has impeded development of new reactions employing them as substrates. A new synthesis of acyltrifluoroborates from benzotriazole (Bt)-based N,O-acetals has been developed. Two other routes provide acyltrifluoroborates containing alcohols, aldehydes, and carbamates. The ketone-like reactivity of the acyltrifluoroborate functional group is demonstrated, and the first X-ray structure of an acyltrifluoroborate is reported.

  DOI：

  10.1021/ol300668m

文献信息

• Synthesis of Bifunctional Potassium Acyltrifluoroborates
  作者：Sizhou M. Liu、Dmitry Mazunin、Vijaya R. Pattabiraman、Jeffrey W. Bode

  DOI：10.1021/acs.orglett.6b02652

  日期：2016.10.21

  New bifunctional potassium acyltrifluoroborate (KAT) substrates have been synthesized in gram scale using optimized reaction conditions. Chemoselective transformation of functional groups in the presence of an acyltrifluoroborate has been demonstrated, and orthogonal reactions of bifunctional KAT reagents are reported. This allows for the incorporation of KAT moieties into peptides and dyes.

  使用优化的反应条件，以克为单位合成了新的双功能酰基三氟硼酸钾（KAT）底物。已经证明在酰基三氟硼酸酯的存在下官能团的化学选择性转化，并且报道了双功能KAT试剂的正交反应。这允许将KAT部分掺入肽和染料中。