1,3,4,6-tetra-O-benzyl-D-fructofuranosyl acetate | 28697-76-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3,4,6-tetra-O-benzyl-D-fructofuranosyl acetate
• 英文别名: 2-O-Acetyl-1,3,4,6-tetra-O-benzyl-D-fructofuranose；[(3S,4R,5R)-3,4-bis(phenylmethoxy)-2,5-bis(phenylmethoxymethyl)oxolan-2-yl] acetate
• CAS: 28697-76-9
• 化学式: C₃₆H₃₈O₇
• 分子量: 582.694
• InChiKey: RFIXVJNLQSYIGB-XNMWZIBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  43
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3,4,6-tetra-O-benzyl-D-fructofuranosyl acetate 生成 dimethyl (1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl)phosphonate
  参考文献：
  名称：

  DESSINGES, AIMEE;VASELLA, ANDREA, CARBOHYDR. RES., 174,(1988) 47-59

  摘要：

  DOI：

文献信息

• A highly efficient d-fructofuranosylation catalyzed by scandium(III) triflate
  作者：Takashi Yamanoi、Noriko Misawa、Mikio Watanabe

  DOI：10.1016/j.tetlet.2007.07.092

  日期：2007.9

  This Letter describes a highly efficient D-fructofuranosylation catalyzed by scandium(III) triffate. The benzylated and benzoylated D-fructofuranosyl acetate derivatives worked as good reactive donors in the presence of only 5 mol % scandium(III) triflate at 0 degrees C in toluene to afford the D-fructofuranosides in excellent yields. The fructofuranosylation also produced several non-reducing disaccharides of sucrose mimics using several aldopyranose derivatives as the acceptors. (c) 2007 Elsevier Ltd. All rights reserved.