O-isopropyl S-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) dithiocarbonate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: O-isopropyl S-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) dithiocarbonate
• 英文别名: O-propan-2-yl [(1R,2S,6R,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methylsulfanylmethanethioate
• 化学式: C₁₆H₂₆O₆S₂
• 分子量: 378.511
• InChiKey: AUUISPBTZUWYAK-YMEQNVIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  果糖二丙酮 、 二硫化二异丙基黄原酸酯 在 三丁基膦 、 4 A molecular sieve 作用下， 以 甲苯 为溶剂， 以27%的产率得到O-isopropyl S-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) dithiocarbonate
  参考文献：
  名称：

  A Novel “One-Pot” Synthesis of Thiosugar-Derived S-Xanthates

  摘要：

  The preparation of sugar-derived S-xanthates continues to attract significant attention owing to their importance as osidic radical precursors or anomeric activators. Herein we report a simple and original protocol to introduce regiospecifically the S-xanthate group on primary and anomeric positions of sugars.

  DOI：

  10.1021/ol9907015

文献信息

• A Novel “One-Pot” Synthesis of Thiosugar-Derived <i>S</i>-Xanthates
  作者：David Gueyrard、Arnaud Tatibouët、Yves Gareau、Patrick Rollin

  DOI：10.1021/ol9907015

  日期：1999.8.1

  The preparation of sugar-derived S-xanthates continues to attract significant attention owing to their importance as osidic radical precursors or anomeric activators. Herein we report a simple and original protocol to introduce regiospecifically the S-xanthate group on primary and anomeric positions of sugars.