(3-(1-(N-benzyl-3-methylbutanamido)-2-(cyclohexylamino)-2-oxoethyl)phenyl)boronic acid | 1562994-42-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3-(1-(N-benzyl-3-methylbutanamido)-2-(cyclohexylamino)-2-oxoethyl)phenyl)boronic acid
• 英文别名: [3-[1-[Benzyl(3-methylbutanoyl)amino]-2-(cyclohexylamino)-2-oxoethyl]phenyl]boronic acid；[3-[1-[benzyl(3-methylbutanoyl)amino]-2-(cyclohexylamino)-2-oxoethyl]phenyl]boronic acid
• CAS: 1562994-42-6
• 化学式: C₂₆H₃₅BN₂O₄
• 分子量: 450.386
• InChiKey: ZYCFMHYUMBVDAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  89.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异戊酸 、 异氰环已烷 、 3-甲酰基苯硼酸 、 苄胺 以 甲醇 为溶剂， 反应 0.75h， 以80%的产率得到(3-(1-(N-benzyl-3-methylbutanamido)-2-(cyclohexylamino)-2-oxoethyl)phenyl)boronic acid
  参考文献：
  名称：

  Direct synthesis of the arylboronic acid analogues of phenylglycine via microwave-assisted four-component Ugi reaction

  摘要：

  A four-component Ugi reaction (Ugi-4CR) utilizing formylphenyl boronic acids under mild condition was developed for the synthesis of arylboronic acid analogs. The reactions were performed in methanol and accelerated by microwave irradiation, which makes this strategy suitable for constructing boronic-containing chemical libraries. Two of the synthesized analogs were found to have cytotoxic activity against HepG2, MDA-MB231, and A549 cancer cell lines, demonstrating the potential application of this approach in developing novel boron-containing pharmaceuticals. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.016

文献信息

• Direct synthesis of the arylboronic acid analogues of phenylglycine via microwave-assisted four-component Ugi reaction
  作者：Ru-Ching Lian、Meng-Hsuan Lin、Pin-Hsuan Liao、Jia-Jie Fu、Meng-Ju Wu、Yang-Chang Wu、Fang-Rong Chang、Chin-Chung Wu、Po-Shen Pan

  DOI：10.1016/j.tet.2014.01.016

  日期：2014.3

  A four-component Ugi reaction (Ugi-4CR) utilizing formylphenyl boronic acids under mild condition was developed for the synthesis of arylboronic acid analogs. The reactions were performed in methanol and accelerated by microwave irradiation, which makes this strategy suitable for constructing boronic-containing chemical libraries. Two of the synthesized analogs were found to have cytotoxic activity against HepG2, MDA-MB231, and A549 cancer cell lines, demonstrating the potential application of this approach in developing novel boron-containing pharmaceuticals. (C) 2014 Elsevier Ltd. All rights reserved.