1-N-(dansyl)amino-1,2,6-dideoxy-2,6-imino-D-iditol | 1610536-86-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-N-(dansyl)amino-1,2,6-dideoxy-2,6-imino-D-iditol
• 英文别名: 5-(dimethylamino)-N-[[(2R,3S,4S,5R)-3,4,5-trihydroxypiperidin-2-yl]methyl]naphthalene-1-sulfonamide
• CAS: 1610536-86-1
• 化学式: C₁₈H₂₅N₃O₅S
• 分子量: 395.48
• InChiKey: BIZLZAFYXUTUMV-WCZJQEMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  131
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,5-dideoxy-1,5-imino-D-idurononitrile 在 platinum(IV) oxide 、 氢气 、 三乙胺 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 20.0 ℃ 、500.01 kPa 条件下， 反应 20.0h， 生成 1-N-(dansyl)amino-1,2,6-dideoxy-2,6-imino-D-iditol
  参考文献：
  名称：

  Concise synthesis of C-1-cyano-iminosugars via a new Staudinger/aza Wittig/Strecker multicomponent reaction strategy

  摘要：

  A new Staudinger/aza Wittig/Strecker multicomponent reaction sequence to C-1-cyano iminoalditols has been developed. When applied to 5-azidodeoxy-D-xylose and -D-glucose as substrates the method leads smoothly in good yield and with excellent stereoselectivity to respectively, 1,5-dideoxy-1,5-imino-D-idurono nitrile and 2,6-didesoxy-2,6-imino-D-glycero-D-ido-heptononitrile. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.03.069

文献信息

• Concise synthesis of C-1-cyano-iminosugars via a new Staudinger/aza Wittig/Strecker multicomponent reaction strategy
  作者：Manuel Zoidl、Bernhard Müller、Ana Torvisco、Christina Tysoe、Mohamed Benazza、Aloysius Siriwardena、Stephen G. Withers、Tanja M. Wrodnigg

  DOI：10.1016/j.bmcl.2014.03.069

  日期：2014.6

  A new Staudinger/aza Wittig/Strecker multicomponent reaction sequence to C-1-cyano iminoalditols has been developed. When applied to 5-azidodeoxy-D-xylose and -D-glucose as substrates the method leads smoothly in good yield and with excellent stereoselectivity to respectively, 1,5-dideoxy-1,5-imino-D-idurono nitrile and 2,6-didesoxy-2,6-imino-D-glycero-D-ido-heptononitrile. (C) 2014 Published by Elsevier Ltd.