α-D-Xylofuranose 1,2 : 3,5-bis(phenylboronat) | 52681-71-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-D-Xylofuranose 1,2 : 3,5-bis(phenylboronat)
• 英文别名: O¹,O²;O³,O⁵-bis-phenylboranediyl-α-D-xylofuranose；alpha-d-Xylofuranose 1,2:3,5-bis(benzeneboronate)；(1R,2R,6S,8R)-4,11-diphenyl-3,5,7,10,12-pentaoxa-4,11-diboratricyclo[6.4.0.02,6]dodecane
• CAS: 52681-71-7
• 化学式: C₁₇H₁₆B₂O₅
• 分子量: 321.933
• InChiKey: KNWDHTKDWQMLOJ-YYIAUSFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.33
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  alpha-D-呋喃木糖 、 苯硼酸 在 吡啶 作用下， 生成 α-D-Xylofuranose 1,2 : 3,5-bis(phenylboronat)
  参考文献：
  名称：

  Characterisation of boronic esters of arabinose and xylose

  摘要：

  DOI：

  10.1016/s0008-6215(00)82943-2

文献信息

• Boronic acid mono- and diesters of the aldopentoses
  作者：Moritz M. Reichvilser、Christoph Heinzl、Peter Klüfers

  DOI：10.1016/j.carres.2009.11.022

  日期：2010.2

  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.