trans-1-tetradecen-1-ylboronic acid | 913626-30-9

• 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: trans-1-tetradecen-1-ylboronic acid
• 英文别名: [(E)-tetradec-1-enyl]boronic acid
• CAS: 913626-30-9
• 化学式: C₁₄H₂₉BO₂
• 分子量: 240.194
• InChiKey: FBILRHLWGLJWNC-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-1-tetradecen-1-ylboronic acid 、 [(1S,3E,5S,9S,11S,15R,19R,21S,23E,24S)-11-(4-bromophenyl)-1,15-dihydroxy-19-(hydroxymethyl)-23-(2-methoxy-2-oxoethylidene)-2,2-dimethyl-17-oxo-6,12,18,25,26-pentaoxatricyclo[19.3.1.15,9]hexacos-3-en-24-yl] octanoate 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate cesium fluoride 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以35%的产率得到[(1S,3E,5S,9S,11S,15R,19R,21S,23E,24S)-1,15-dihydroxy-19-(hydroxymethyl)-23-(2-methoxy-2-oxoethylidene)-2,2-dimethyl-17-oxo-11-[4-[(E)-tetradec-1-enyl]phenyl]-6,12,18,25,26-pentaoxatricyclo[19.3.1.15,9]hexacos-3-en-24-yl] octanoate
  参考文献：
  名称：

  Synthesis and PKC Binding of a New Class of A-Ring Diversifiable Bryostatin Analogues Utilizing a Double Asymmetric Hydrogenation and Cross-Coupling Strategy

  摘要：

  [GRAPHICS]The design, asymmetric synthesis, and biological evaluation of a new class of bryostatin analogues based on a pseudosymmetric spacer domain are described. An aryl bromide diversification site is incorporated allowing access to systematically varied analogues. The new analogues all exhibit potent, nanomolar affinity to PKC.

  DOI：

  10.1021/ol0618149
• 作为产物：
  描述：

  2,4,6-Tris-((E)-tetradec-1-enyl)-cyclotriboroxane 在 水 作用下， 以 氘代氯仿 为溶剂， 生成 trans-1-tetradecen-1-ylboronic acid
  参考文献：
  名称：

  Synthesis and PKC Binding of a New Class of A-Ring Diversifiable Bryostatin Analogues Utilizing a Double Asymmetric Hydrogenation and Cross-Coupling Strategy

  摘要：

  [GRAPHICS]The design, asymmetric synthesis, and biological evaluation of a new class of bryostatin analogues based on a pseudosymmetric spacer domain are described. An aryl bromide diversification site is incorporated allowing access to systematically varied analogues. The new analogues all exhibit potent, nanomolar affinity to PKC.

  DOI：

  10.1021/ol0618149