2,2',3,3',6-penta-O-acetyl-1-azido-β-D-cellobiose | 1169393-35-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2',3,3',6-penta-O-acetyl-1-azido-β-D-cellobiose
• CAS: 1169393-35-4
• 化学式: C₂₂H₃₁N₃O₁₅
• 分子量: 577.499
• InChiKey: OVIFDQVCBXAPGH-VTLCVTPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.23
• 重原子数：
  40.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  248.41
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  2,2',3,3',6-penta-O-acetyl-1-azido-β-D-cellobiose 在 吡啶 作用下， 反应 48.0h， 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：

  4-O-BETA-D-吡喃葡萄糖基-BETA-D-吡喃葡萄糖基叠氮化物 在 吡啶 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 2,2',3,3',6-penta-O-acetyl-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)