adamantan-1-yl 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside | 1418011-78-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: adamantan-1-yl 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside
• 英文别名: [(2S,3S,4R,5R)-2-(1-adamantyloxy)-3,4,5-tribenzoyloxyoxan-2-yl]methyl benzoate
• CAS: 1418011-78-5
• 化学式: C₄₄H₄₂O₁₀
• 分子量: 730.811
• InChiKey: YAIFLMPSJWGGHX-CECQNCKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  54
• 可旋转键数：
  15
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside 在 三氟甲磺酸三甲基硅酯 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.5h， 生成 adamantan-1-yl 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside
  参考文献：
  名称：

  Synthesis of β-d-fructopyranosides with N-phenyl trifluoroacetimidate donor

  摘要：

  Fructopyranosyl N-phenyl trifluoroacetimidate was demonstrated to be effective glycosyl donor for beta-D-fructopyranosides preparation that exhibited good beta-selectivity and good yields. X-ray data of two beta-D-fructopyranosides were obtained and help to determine the anomeric configuration of these ketoses. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.058

文献信息

• Synthesis of β-d-fructopyranosides with N-phenyl trifluoroacetimidate donor
  作者：Feng Lin、Gaoyan Lian、Qiulong Xu、Xiaofeng Zhu

  DOI：10.1016/j.tet.2012.11.058

  日期：2013.1

  Fructopyranosyl N-phenyl trifluoroacetimidate was demonstrated to be effective glycosyl donor for beta-D-fructopyranosides preparation that exhibited good beta-selectivity and good yields. X-ray data of two beta-D-fructopyranosides were obtained and help to determine the anomeric configuration of these ketoses. (C) 2012 Elsevier Ltd. All rights reserved.