4-(3,4,5-tris(octadecyloxy)benzylthio)phenylboronic acid | 1019639-05-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(3,4,5-tris(octadecyloxy)benzylthio)phenylboronic acid
• 英文别名: [4-[(3,4,5-Trioctadecoxyphenyl)methylsulfanyl]phenyl]boronic acid；[4-[(3,4,5-trioctadecoxyphenyl)methylsulfanyl]phenyl]boronic acid
• CAS: 1019639-05-4
• 化学式: C₆₇H₁₂₁BO₅S
• 分子量: 1049.57
• InChiKey: VFQVVNWLQMRULP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.58
• 重原子数：
  74
• 可旋转键数：
  58
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  93.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(3,4,5-tris(octadecyloxy)benzylthio)phenylboronic acid 、 4-碘代苯乙酮 在 Pd-catalyst potassium phosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以99%的产率得到1-[4'-((3,4,5-tris(octadecyloxy)benzyl)sulfanyl)biphenyl-4-yl]ethanone
  参考文献：
  名称：

  A cycloalkane-based thermomorphic system for palladium-catalyzed cross-coupling reactions

  摘要：

  In this paper, we describe a practical and efficient protocol for Sonogashira, Suzuki-Miyaura, and Mizoroki-Heck cross-coupling using a CBT system. The use of substrates with cycloalkane-soluble tags facilitates separation of the desired products and the homogeneous Pd catalyst via simple liquid-liquid extraction, thereby eliminating the need for a catalyst removal process. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.034

文献信息

• A cycloalkane-based thermomorphic system for palladium-catalyzed cross-coupling reactions
  作者：Shokaku Kim、Keisuke Yamamoto、Kanako Hayashi、Kazuhiro Chiba

  DOI：10.1016/j.tet.2008.01.034

  日期：2008.3

  In this paper, we describe a practical and efficient protocol for Sonogashira, Suzuki-Miyaura, and Mizoroki-Heck cross-coupling using a CBT system. The use of substrates with cycloalkane-soluble tags facilitates separation of the desired products and the homogeneous Pd catalyst via simple liquid-liquid extraction, thereby eliminating the need for a catalyst removal process. (C) 2008 Elsevier Ltd. All rights reserved.