6-O-trityl-D-gulose propane-1,3-diyl dithioacetal | 1427016-65-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 6-O-trityl-D-gulose propane-1,3-diyl dithioacetal
• 英文别名: (1R,2R,3S,4R)-1-(1,3-Dithian-2-yl)-5-(trityloxy)pentane-1,2,3,4-tetraol；(1R,2R,3S,4R)-1-(1,3-dithian-2-yl)-5-trityloxypentane-1,2,3,4-tetrol
• CAS: 1427016-65-6
• 化学式: C₂₈H₃₂O₅S₂
• 分子量: 512.691
• InChiKey: CLFIBAVCPNIUHE-XDZVQPMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  141
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-O-trityl-D-gulose propane-1,3-diyl dithioacetal 在 甲醇 、 草酰氯 、 硫酸 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 2.08h， 生成 2,3,4,5-tetra-O-benzyl-6-deoxy-6-oxo-D-gulose propane-1,3-diyl dithioacetal
  参考文献：
  名称：

  General Synthesis of Sugar-Derived Azepane Nitrones: Precursors of Azepane Iminosugars

  摘要：

  A general and efficient method has been developed for the synthesis of sugar-derived azepane nitrones starting from aldohexoses, with an intramolecular condensation of aldehyde and hydroxylamine as the key step. Through this strategy, each aldohexose produced a pair of azepane nitrones, which are precursors of various azepane iminosugars.

  DOI：

  10.1021/jo400130p
• 作为产物：
  描述：

  二丙酮-D-葡萄糖 在 盐酸 、 4-二甲氨基吡啶 、 水 作用下， 以 吡啶 为溶剂， 反应 48.0h， 生成 6-O-trityl-D-gulose propane-1,3-diyl dithioacetal
  参考文献：
  名称：

  General Synthesis of Sugar-Derived Azepane Nitrones: Precursors of Azepane Iminosugars

  摘要：

  A general and efficient method has been developed for the synthesis of sugar-derived azepane nitrones starting from aldohexoses, with an intramolecular condensation of aldehyde and hydroxylamine as the key step. Through this strategy, each aldohexose produced a pair of azepane nitrones, which are precursors of various azepane iminosugars.

  DOI：

  10.1021/jo400130p

文献信息

• General Synthesis of Sugar-Derived Azepane Nitrones: Precursors of Azepane Iminosugars
  作者：Wen-Bo Zhao、Shinpei Nakagawa、Atsushi Kato、Isao Adachi、Yue-Mei Jia、Xiang-Guo Hu、George W. J. Fleet、Francis X. Wilson、Graeme Horne、Akihide Yoshihara、Ken Izumori、Chu-Yi Yu

  DOI：10.1021/jo400130p

  日期：2013.4.5

  A general and efficient method has been developed for the synthesis of sugar-derived azepane nitrones starting from aldohexoses, with an intramolecular condensation of aldehyde and hydroxylamine as the key step. Through this strategy, each aldohexose produced a pair of azepane nitrones, which are precursors of various azepane iminosugars.