allyl 6-O-tert-butyldiphenylsilyl-β-D-mannopyranoside | 1055301-26-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 6-O-tert-butyldiphenylsilyl-β-D-mannopyranoside
• 英文别名: (2R,3S,4S,5S,6R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-prop-2-enoxyoxane-3,4,5-triol
• CAS: 1055301-26-2
• 化学式: C₂₅H₃₄O₆Si
• 分子量: 458.627
• InChiKey: IDSPEJNJMQTLCE-URYYLNOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  allyl 6-O-tert-butyldiphenylsilyl-β-D-mannopyranoside 、 2-氯-1,1,1-三甲氧基乙烷 在 对甲苯磺酸 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 3.25h， 生成
  参考文献：
  名称：

  Comparative investigations on the regioselective mannosylation of 2,3,4-triols of mannose

  摘要：

  Regioselective glycosylation of 2,3,4-unprotected benzyl alpha-D-mannopyranoside and allyl alpha- and -beta-D-mannopyranosides has been investigated. The configuration at the anomeric centre influences the outcome of the reaction. Possible role of hydrogen-bonding network in glycosylation of the above triols used as glycosidic acceptors is discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.032
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 、 allyl β-D-mannopyranoside 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以86%的产率得到allyl 6-O-tert-butyldiphenylsilyl-β-D-mannopyranoside
  参考文献：
  名称：

  Comparative investigations on the regioselective mannosylation of 2,3,4-triols of mannose

  摘要：

  Regioselective glycosylation of 2,3,4-unprotected benzyl alpha-D-mannopyranoside and allyl alpha- and -beta-D-mannopyranosides has been investigated. The configuration at the anomeric centre influences the outcome of the reaction. Possible role of hydrogen-bonding network in glycosylation of the above triols used as glycosidic acceptors is discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.032

文献信息

• Comparative investigations on the regioselective mannosylation of 2,3,4-triols of mannose
  作者：Piotr Cmoch、Zbigniew Pakulski

  DOI：10.1016/j.tetasy.2008.05.032

  日期：2008.6

  Regioselective glycosylation of 2,3,4-unprotected benzyl alpha-D-mannopyranoside and allyl alpha- and -beta-D-mannopyranosides has been investigated. The configuration at the anomeric centre influences the outcome of the reaction. Possible role of hydrogen-bonding network in glycosylation of the above triols used as glycosidic acceptors is discussed. (C) 2008 Elsevier Ltd. All rights reserved.