methyl 2,3-O-(diphenylpyroboronate)-4,6-O-phenylboronate-α-D-glucopyranoside | 41356-06-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3-O-(diphenylpyroboronate)-4,6-O-phenylboronate-α-D-glucopyranoside
• 英文别名: Me-2,3-(PhB)2-4,6-(PhB)-α-D-glcp；methyl O²,O³-(1,3-diphenyl-diboroxane-1,3-diyl)-O⁴,O⁶-phenylboranediyl-α-D-glucopyranoside；Methyl-<α-D-glucopyranosid>-2,3--4,6-phenylboronat；(1S,2S,7R,9S,10R)-9-methoxy-4,12,14-triphenyl-3,5,8,11,13,15-hexaoxa-4,12,14-triboratricyclo[8.5.0.02,7]pentadecane
• CAS: 41356-06-3
• 化学式: C₂₅H₂₅B₃O₇
• 分子量: 469.902
• InChiKey: UAUIBEMOZWAPGT-RXFVIIJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.76
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  苯硼酸 以 苯 为溶剂， 生成 methyl 2,3-O-(diphenylpyroboronate)-4,6-O-phenylboronate-α-D-glucopyranoside
  参考文献：
  名称：

  450.苯基硼酸与己糖苷的相互作用

  摘要：

  DOI：

  10.1039/jr9610002325

文献信息

• Seven-membered ring boronates at trans-diol moieties of carbohydrates
  作者：Marcel Meiland、Thomas Heinze、Wolfgang Guenther、Tim Liebert

  DOI：10.1016/j.tetlet.2008.11.043

  日期：2009.1

  MS and H-1, C-13 and B-11 NMR results are presented revealing the formation of cyclic seven-membered boronate structures at trans-1,2-diol moieties of carbohydrates providing new opportunities for the activation, protection and analysis of glucopyranose-based oligomers and polymers such as cellulose or starch. 'Coordination-induced shifts' in 13C NMR spectra were identified for the esterification by boronic acids of carbohydrates, which can be applied for further studies. (C) 2008 Elsevier Ltd. All rights reserved.
• 450. The interaction of phenylboronic acid with hexosides
  作者：R. J. Ferrier

  DOI：10.1039/jr9610002325

  日期：——