(3aS,4S,6R,6aR)-6-(hydroxymethyl)-2-phenyltetrahydrofuro[3,4-d][1,3,2]dioxaborol-4-ol | 1218927-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4S,6R,6aR)-6-(hydroxymethyl)-2-phenyltetrahydrofuro[3,4-d][1,3,2]dioxaborol-4-ol
• CAS: 1218927-64-0
• 化学式: C₁₁H₁₃BO₅
• 分子量: 236.032
• InChiKey: PXIKUICTJBSLST-RCWTZXSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.12
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  D-来苏糖 、 苯硼酸 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 (3aS,4S,6R,6aR)-6-(hydroxymethyl)-2-phenyltetrahydrofuro[3,4-d][1,3,2]dioxaborol-4-ol
  参考文献：
  名称：

  Boronic acid mono- and diesters of the aldopentoses

  摘要：

  The four aldopentoses ribose, arabinose, xylose, and lyxose were evaluated to test their suitability as linear linkers for the formation of intrinsically chiral covalent organic boronic ester networks. Based on Xray crystal structures of the reaction products with phenylboronic acid, arabinose and xylose formed boronic acid diesters. Lyxose and ribose formed monoesters under the conditions employed. NMR shielding constants were calculated by DFT methods. The results are highly correlated with the experimentally observed NMR shift values. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.11.022