2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzoyl-β-D-galactopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzoyl-β-D-galactopyranoside
• 英文别名: [(2R,3S,4R,5R,6R)-3,4-dibenzoyloxy-5-hydroxy-6-(2-trimethylsilylethoxy)oxan-2-yl]methyl benzoate
• 化学式: C₃₂H₃₆O₉Si
• 分子量: 592.718
• InChiKey: QQSMRJNYSZYJNF-WLDPWVQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-(三甲基硅烷基)乙基beta-吡喃半乳糖苷 、 苯甲酰氯 在 二正丁基氧化锡 作用下， 以 甲苯 、 苯 为溶剂， 以86%的产率得到2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Regioselective benzoylation of sugars mediated by excessive Bu2SnO: observation of temperature promoted migration

  摘要：

  Regioselective benzoylation of carbohydrates using an excess of dibutyltin oxide (Bu2SnO) at increased reaction temperatures has been developed for the synthesis of several glycoside benzoates with one or two free hydroxyl groups, including galactosides, glucosides, mannosides and lactosides in high yields. These compounds are useful as building blocks for the synthesis of complex saccharides and derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00661-0

文献信息

• Regioselective benzoylation of sugars mediated by excessive Bu2SnO: observation of temperature promoted migration
  作者：Zhiyuan Zhang、Chi-Huey Wong

  DOI：10.1016/s0040-4020(02)00661-0

  日期：2002.8

  Regioselective benzoylation of carbohydrates using an excess of dibutyltin oxide (Bu2SnO) at increased reaction temperatures has been developed for the synthesis of several glycoside benzoates with one or two free hydroxyl groups, including galactosides, glucosides, mannosides and lactosides in high yields. These compounds are useful as building blocks for the synthesis of complex saccharides and derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.