benzyl 6-O-(tert-butyldimethylsilyl)-β-D-galactopyranoside | 693219-34-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 6-O-(tert-butyldimethylsilyl)-β-D-galactopyranoside
• 英文别名: (2R,3R,4S,5R,6R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-6-phenylmethoxyoxane-3,4,5-triol
• CAS: 693219-34-0
• 化学式: C₁₉H₃₂O₆Si
• 分子量: 384.545
• InChiKey: HQEDCXACKZQKPO-DISONHOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl 6-O-(tert-butyldimethylsilyl)-β-D-galactopyranoside 在 对甲苯磺酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 51.0h， 生成 benzyl 2-O-acetyl-6-O-(tert-butyldimethylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside
  参考文献：
  名称：

  Selectively protected galactose derivatives for the synthesis of branched oligosaccharides

  摘要：

  Synthesis and characterization of several new anomerically pure galactose derivatives, based on simple and effective protective group manipulations of benzyl beta-D-galactopyranoside, are reported. The monosaccharides described contain selectively protected/deprotected hydroxyl functionalities at their 1,2,3,4- and 6-positions rendering them useful as building blocks for construction of branched oligosaccharides. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.02.054
• 作为产物：
  描述：

  beta-D-半乳糖五乙酸酯 在 三氟化硼乙醚 、 sodium methylate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 benzyl 6-O-(tert-butyldimethylsilyl)-β-D-galactopyranoside
  参考文献：
  名称：

  Design, synthesis and biological evaluation of the positional isomers of the galactose conjugates able to target hepatocellular carcinoma cells via ASGPR-mediated cellular uptake and cytotoxicity

  摘要：

  DOI：

  10.1016/j.ejmech.2023.115988

文献信息

• Selectively protected galactose derivatives for the synthesis of branched oligosaccharides
  作者：Reko L Lehtilä、Juho O Lehtilä、Mattias U Roslund、Reko Leino

  DOI：10.1016/j.tet.2004.02.054

  日期：2004.4

  Synthesis and characterization of several new anomerically pure galactose derivatives, based on simple and effective protective group manipulations of benzyl beta-D-galactopyranoside, are reported. The monosaccharides described contain selectively protected/deprotected hydroxyl functionalities at their 1,2,3,4- and 6-positions rendering them useful as building blocks for construction of branched oligosaccharides. (C) 2004 Elsevier Ltd. All rights reserved.
• Design, synthesis and biological evaluation of the positional isomers of the galactose conjugates able to target hepatocellular carcinoma cells via ASGPR-mediated cellular uptake and cytotoxicity
  作者：Wenchong Ye、Qun Tang、Tiantian Zhou、Cui Zhou、Chuangchuang Fan、Xiaoyang Wang、Chunmei Wang、Keyu Zhang、Guochao Liao、Wen Zhou

  DOI：10.1016/j.ejmech.2023.115988

  日期：2024.1