7-(morpholin-4-ylmethyl)-1,3-dihydro-1-hydroxybenzo[c][2,1]oxaborole | 1268336-11-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7-(morpholin-4-ylmethyl)-1,3-dihydro-1-hydroxybenzo[c][2,1]oxaborole
• 英文别名: 7-[(morpholino)methyl]-1-hydroxy-1,3-dihydro-2,1-benzoxaborole；4-[(1-hydroxy-3H-2,1-benzoxaborol-7-yl)methyl]morpholine
• CAS: 1268336-11-3
• 化学式: C₁₂H₁₆BNO₃
• 分子量: 233.075
• InChiKey: MHFTXCONXUWXNP-UHFFFAOYSA-N

物化性质

• 沸点：
  371.1±52.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.26
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴苯-1,3-二甲醛 在 sodium tetrahydroborate 、 正丁基锂 、 硫酸 作用下， 以 四氢呋喃 、 甲醇 、 甲酸 、 乙醚 、 正己烷 为溶剂， 反应 3.33h， 生成 7-(morpholin-4-ylmethyl)-1,3-dihydro-1-hydroxybenzo[c][2,1]oxaborole
  参考文献：
  名称：

  Novel 2,6-disubstituted phenylboronic compounds – Synthesis, crystal structures, solution behaviour and reactivity

  摘要：

  2,6-Diformylphenylboronic acid has been synthesized and characterized both in the solid state as well as in solution. In crystal, an unusual structural pattern has been found with the formation of intermolecular hydrogen bonds by B(OH)(2) and CHO groups as well as water molecules. In solution tautomeric equilibrium with the formation of oxaborole ring by one of the formyl groups was proved on the basis of multinuclear NMR spectroscopy. The title compound reacts with secondary mono- and diamines to form various types of substituted benzoxaboroles, which have been characterized by XRD and spectroscopic methods. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2015.04.026

文献信息

• BORON-CONTAINING SMALL MOLECULES AS ANTIPROTOZOAL AGENTS
  申请人：Zhou Huchen

  公开号：US20110207701A1

  公开（公告）日：2011-08-25

  This invention provides, among other things, novel compounds useful for treating protozoal infections, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.

  该发明提供了用于治疗原虫感染的新化合物，含有这些化合物的制药组合物，以及这些化合物与至少一种额外的治疗有效剂的组合。
• Novel 2,6-disubstituted phenylboronic compounds – Synthesis, crystal structures, solution behaviour and reactivity
  作者：Agnieszka Adamczyk-Woźniak、Krzysztof Ejsmont、Błażej Gierczyk、Ewa Kaczorowska、Alicja Matuszewska、Grzegorz Schroeder、Andrzej Sporzyński、Bartosz Zarychta

  DOI：10.1016/j.jorganchem.2015.04.026

  日期：2015.7

  2,6-Diformylphenylboronic acid has been synthesized and characterized both in the solid state as well as in solution. In crystal, an unusual structural pattern has been found with the formation of intermolecular hydrogen bonds by B(OH)(2) and CHO groups as well as water molecules. In solution tautomeric equilibrium with the formation of oxaborole ring by one of the formyl groups was proved on the basis of multinuclear NMR spectroscopy. The title compound reacts with secondary mono- and diamines to form various types of substituted benzoxaboroles, which have been characterized by XRD and spectroscopic methods. (C) 2015 Elsevier B.V. All rights reserved.