3,6-dibenzyloxy-2-bromobenzaldehyde | 1034017-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,6-dibenzyloxy-2-bromobenzaldehyde
• CAS: 1034017-85-0
• 化学式: C₂₁H₁₇BrO₃
• 分子量: 397.268
• InChiKey: BMFQCMLMKYNZTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3,6-dibenzyloxy-2-bromobenzaldehyde 、 苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 2.0h， 以92%的产率得到3,6-dibenzyloxy-biphenyl-2-carbaldehyde
  参考文献：
  名称：

  Active core structure of terfestatin A, a new specific inhibitor of auxin signaling

  摘要：

  The auxins, plant hormones, regulate many aspects of the growth and development of plants. Terfestatin A (TrfA), a novel auxin signaling inhibitor, was identified in a screen of Streptomyces sp. F40 extracts for inhibition of the expression of an auxin-inducible gene. However, the mode of action of TrfA has not been elucidated. To identify the active core structure, 25 derivatives of TrfA were synthesized and their inhibitory activities against auxin-inducible gene expression were evaluated. The structure activity relationships revealed the essential active core structure of TrfA, 3-butoxy-4-methylbiphenyl-2,6-diol, which will lead to the design of biotin-tagged active TrfA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.085
• 作为产物：
  描述：

  溴甲苯 、 2-溴-3,6-二羟基苯甲醛 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以72%的产率得到3,6-dibenzyloxy-2-bromobenzaldehyde
  参考文献：
  名称：

  Active core structure of terfestatin A, a new specific inhibitor of auxin signaling

  摘要：

  The auxins, plant hormones, regulate many aspects of the growth and development of plants. Terfestatin A (TrfA), a novel auxin signaling inhibitor, was identified in a screen of Streptomyces sp. F40 extracts for inhibition of the expression of an auxin-inducible gene. However, the mode of action of TrfA has not been elucidated. To identify the active core structure, 25 derivatives of TrfA were synthesized and their inhibitory activities against auxin-inducible gene expression were evaluated. The structure activity relationships revealed the essential active core structure of TrfA, 3-butoxy-4-methylbiphenyl-2,6-diol, which will lead to the design of biotin-tagged active TrfA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.085

文献信息

• Bis(cyclopropenium)phosphines: Synthesis, Reactivity, and Applications
  作者：Gerlinde Mehler、Pawel Linowski、Javier Carreras、Alessandro Zanardi、Jonathan W. Dube、Manuel Alcarazo

  DOI：10.1002/chem.201601759

  日期：2016.10.17

  substituent pattern on the catalytic activity of the metal complexes thereof derived is also studied. Whereas sterically demanding biaryl groups directly attached to the phosphorus atom seem to facilitate elementary steps such as the product release from the catalyst, long chain dialkylamino groups on the cyclopropenium units maximize the catalysts solubility and, thus, allow the use of typical apolar

  据报道，制备一组双（环丙烯）取代的膦的简单方法。由于它们的修饰性质，这些配体表现出出色的π受体特性。还研究了配体取代基图案对其衍生的金属配合物的催化活性的影响。尽管直接与磷原子连接的空间要求的联芳基似乎促进了基本步骤（例如产物从催化剂中释放），但环丙烯单元上的长链二烷基氨基基团最大程度地提高了催化剂的溶解度，因此允许使用典型的非极性溶剂，例如甲苯。重要的是，所有制备的新配体都可以在空气中轻松处理。最后，证明了新制备的双膦膦在氢芳基化反应中的影响。尤其是，[b ]呋喃烷和天然存在的萘衍生物，例如CalanquinoneC。