allyl 3-O-benzyl-2-O-pivaloyl-α-D-fucopyranoside | 1315192-45-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 3-O-benzyl-2-O-pivaloyl-α-D-fucopyranoside
• CAS: 1315192-45-0
• 化学式: C₂₁H₃₀O₆
• 分子量: 378.466
• InChiKey: PTPYRJXFDHIKGO-WRNCNIFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  allyl 3-O-benzyl-2-O-pivaloyl-α-D-fucopyranoside 在 吡啶 、 sodium azide 作用下， 以 二氯甲烷 为溶剂， 生成 [(2S,3R,4S,5R,6R)-5-azido-6-methyl-4-phenylmethoxy-2-prop-2-enoxyoxan-3-yl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Concise synthesis of Bacillus anthracis exosporium tetrasaccharide via two-stage activation of allyl glycosyl donor strategy

  摘要：

  A highly efficient glycosylation protocol recently developed in our laboratory has been utilized in the short synthesis of the tetrasaccharide 1, an antigen important to the development of carbohydrate-based diagnostic tools and vaccines against anthrax. The protocol employs allyl glycosides as building blocks and improves the overall synthetic efficiency. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.089
• 作为产物：
  描述：

  D-Fucose 在 吡啶 、 二正丁基氧化锡 、 乙酰氯 作用下， 以 甲苯 为溶剂， 反应 54.0h， 生成 allyl 3-O-benzyl-2-O-pivaloyl-α-D-fucopyranoside
  参考文献：
  名称：

  Concise synthesis of Bacillus anthracis exosporium tetrasaccharide via two-stage activation of allyl glycosyl donor strategy

  摘要：

  A highly efficient glycosylation protocol recently developed in our laboratory has been utilized in the short synthesis of the tetrasaccharide 1, an antigen important to the development of carbohydrate-based diagnostic tools and vaccines against anthrax. The protocol employs allyl glycosides as building blocks and improves the overall synthetic efficiency. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.089