4',6'-benzylidene-1-azido-β-D-cellobiose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4',6'-benzylidene-1-azido-β-D-cellobiose
• 英文别名: (4aR,6S,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-azido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
• 化学式: C₁₉H₂₅N₃O₁₀
• 分子量: 455.422
• InChiKey: VHRMHVUBITTYCW-AYMRMQDYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  162
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4',6'-benzylidene-1-azido-β-D-cellobiose 在 吡啶 、 溶剂黄146 作用下， 反应 74.0h， 生成 2,3,6,2′,3′,4′-hexa-O-acetyl-6′-O-tosyl-1-azido-β-D-cellobiose
  参考文献：
  名称：

  Synthesis of new saccharide azacrown cryptands

  摘要：

  New cryptands including bis-azacrown and saccharidic moieties in their structure were prepared in several steps by applying Staudinger-aza-Wittig reaction (SAW). Syntheses have been started from cheap, easily available commercial compounds such as D-glucose, D-cellobiose and D-lactose subsequently transformed into their derivatives in fairly good yields (60-65%) and suitable to give desired final cryptands by direct SAW coupling reactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2015.07.007
• 作为产物：
  描述：

  纤维素二糖 在 吡啶 、 甲醇 、 sodium azide 、 氢溴酸 、 sodium methylate 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4',6'-benzylidene-1-azido-β-D-cellobiose
  参考文献：
  名称：

  Synthesis of new saccharide azacrown cryptands

  摘要：

  New cryptands including bis-azacrown and saccharidic moieties in their structure were prepared in several steps by applying Staudinger-aza-Wittig reaction (SAW). Syntheses have been started from cheap, easily available commercial compounds such as D-glucose, D-cellobiose and D-lactose subsequently transformed into their derivatives in fairly good yields (60-65%) and suitable to give desired final cryptands by direct SAW coupling reactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2015.07.007

文献信息

• Tandem Staudinger-Aza-Wittig Templated Reaction: De Novo Synthesis of Sugar-Ureido Cryptands
  作者：Stanislaw Porwanski、Alain Marsura

  DOI：10.1002/ejoc.200900023

  日期：2009.5

  A templated Staudinger–aza-Wittig tandem reaction selectively affords in one step a monocellobiosyl[bis(ureido)]diazacrown cryptand and a bis(cellobiosyl)tetraureido[bis(diazacrown)] cryptand. Formation of each type of cryptand was under control by Na+ or Cs+ template effect. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  模板化的 Staudinger-aza-Wittig 串联反应一步选择性地提供单纤维二糖基 [双（脲基）] 二氮杂冠络合物和双（纤维二糖基）四脲基 [双（二氮杂冠）] 络合物。每种类型的密码体的形成都受到 Na+ 或 Cs+ 模板效应的控制。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Synthesis of new saccharide azacrown cryptands
  作者：Michalina Pintal、Florence Charbonniere-Dumarcay、Alain Marsura、Stanisław Porwański

  DOI：10.1016/j.carres.2015.07.007

  日期：2015.9

  New cryptands including bis-azacrown and saccharidic moieties in their structure were prepared in several steps by applying Staudinger-aza-Wittig reaction (SAW). Syntheses have been started from cheap, easily available commercial compounds such as D-glucose, D-cellobiose and D-lactose subsequently transformed into their derivatives in fairly good yields (60-65%) and suitable to give desired final cryptands by direct SAW coupling reactions. (C) 2015 Elsevier Ltd. All rights reserved.