(3R,4R,5R,6R)-3,4,5,6-tetrakis(benzyloxy)-3,4,5,6-tetrahydro-7H-azepine 1-oxide | 1427016-49-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3R,4R,5R,6R)-3,4,5,6-tetrakis(benzyloxy)-3,4,5,6-tetrahydro-7H-azepine 1-oxide
• 英文别名: (3R,4R,5R,6R)-1-oxido-3,4,5,6-tetrakis(phenylmethoxy)-3,4,5,6-tetrahydro-2H-azepin-1-ium
• CAS: 1427016-49-6
• 化学式: C₃₄H₃₅NO₅
• 分子量: 537.656
• InChiKey: KOSMBCSXJQTMNF-YFRBGRBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4R,5R,6R)-3,4,5,6-tetrakis(benzyloxy)-3,4,5,6-tetrahydro-7H-azepine 1-oxide 在 盐酸 、 甲醇 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 (2R,3R,4R,5R,6R)-2-n-nonylazepane-3,4,5,6-tetraol
  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：

  2,3,4,5-tetrakis-benzyloxyhexane-1,6-diol 在 1-氯乙基氯甲酸酯 、 oxone 、 edetate disodium 、 碳酸氢钠 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 27.0h， 生成 (3R,4R,5R,6R)-3,4,5,6-tetrakis(benzyloxy)-3,4,5,6-tetrahydro-7H-azepine 1-oxide
  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.