benzyl 6-O-(tert-butyldimethylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside | 693219-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: benzyl 6-O-(tert-butyldimethylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside
• 英文别名: (3aS,4R,6R,7R,7aR)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-6-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-ol
• CAS: 693219-35-1
• 化学式: C₂₂H₃₆O₆Si
• 分子量: 424.61
• InChiKey: GQLAKBVPSNTVMN-OUUBHVDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl 6-O-(tert-butyldimethylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside 在 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 52.5h， 生成 benzyl 2-O-acetyl-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：

  苄基Beta-D-吡喃半乳糖苷 在 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 51.0h， 生成 benzyl 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