α-benzyl 1,3-O-isopropylidene-α-D-fructofuranoside | 1431846-84-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-benzyl 1,3-O-isopropylidene-α-D-fructofuranoside
• 英文别名: (4aS,6R,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-4a-phenylmethoxy-4,6,7,7a-tetrahydrofuro[3,2-d][1,3]dioxin-7-ol
• CAS: 1431846-84-2
• 化学式: C₁₆H₂₂O₆
• 分子量: 310.347
• InChiKey: KVOHCXLFJIRIDW-NYTXWWLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 1.25h， 生成 α-benzyl 1,3-O-isopropylidene-α-D-fructofuranoside
  参考文献：
  名称：

  An efficient procedure for synthesis of fructose derivatives

  摘要：

  We developed a very simple procedure to prepare fructose derivatives or fructosides. This procedure waived the requirement of isomer separation, which is usually a very common and difficult problem in fructose derivative syntheses. In this procedure, the hydroxyl groups were differentiated to expedite the preparation of many kinds of other fructose derivatives and the alkoxy group in the fructosides could exchange easily with alcohols under the mild acidic condition, which offered a new method to synthesize other fructosides through alcohol exchanging. By using this procedure, we successfully synthesized fluorogenic fructose derivatives for high throughput enzyme screening. This methodology could expand the usage of the abundant fructose in organic synthesis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.045

文献信息

• An efficient procedure for synthesis of fructose derivatives
  作者：Kui Yu、Xu Zhao、Wenjie Wu、Zhangyong Hong

  DOI：10.1016/j.tetlet.2013.03.045

  日期：2013.5

  We developed a very simple procedure to prepare fructose derivatives or fructosides. This procedure waived the requirement of isomer separation, which is usually a very common and difficult problem in fructose derivative syntheses. In this procedure, the hydroxyl groups were differentiated to expedite the preparation of many kinds of other fructose derivatives and the alkoxy group in the fructosides could exchange easily with alcohols under the mild acidic condition, which offered a new method to synthesize other fructosides through alcohol exchanging. By using this procedure, we successfully synthesized fluorogenic fructose derivatives for high throughput enzyme screening. This methodology could expand the usage of the abundant fructose in organic synthesis. (C) 2013 Elsevier Ltd. All rights reserved.