3-deoxy-1,2:5,6-di-O-isopropylidene-β-D-arabino-hexofuranose | 22248-86-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deoxy-1,2:5,6-di-O-isopropylidene-β-D-arabino-hexofuranose
• 英文别名: 3-deoxy-1,2:5,6-di-O-isopropylidene-β-D-arabino-hexose；1,2;5,6-Di-O-isopropyliden-3-deoxy-β-D-arabino-hexose；1,2:5,6-Di-O-isopropylidene-3-deoxy-D-mannofuranose；(3aS,5S,6aS)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• CAS: 22248-86-8
• 化学式: C₁₂H₂₀O₅
• 分子量: 244.288
• InChiKey: AKKRBVFGAWFTRW-QEYWKRMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-deoxy-1,2:5,6-di-O-isopropylidene-β-D-arabino-hexofuranose 在 sodium azide 、 溶剂黄146 作用下， 以 吡啶 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 6-azido-3,6-dideoxy-1,2-O-isopropylidene-β-D-arabino-hexofuranose
  参考文献：
  名称：

  Syntheses of sugar-related trihydroxyazepanes from simple carbohydrates and their activities as reversible glycosidase inhibitors

  摘要：

  Five diastereomeric trideoxy-1,6-iminohexitols were synthesised, and their inhibitory activities were determined against selected glycosidases. For comparison, 1,4,5-trideoxy-l,5-imino-D-lyxo-hexitol, the 4-deoxy derivative of 1-deoxymannojirimicin, was prepared by enzymatic isomerisation of 6-azido-3,6-dideoxy-D-riho-hexose into the corresponding 2-ulose and subsequent hydrogenation accompanied by intramolecular reductive amination. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00018-5
• 作为产物：
  描述：

  1,2:5,6-di-O-isopropylidene-β-D-arabino-hex-3-ulose 在 lithium aluminium tetrahydride 、 三正丁基氢锡 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 52.0h， 生成 3-deoxy-1,2:5,6-di-O-isopropylidene-β-D-arabino-hexofuranose
  参考文献：
  名称：

  Fuller, Trevor S.; Stick, Robert V., Australian Journal of Chemistry, 1980, vol. 33, # 11, p. 2509 - 2515

  摘要：

  DOI：

文献信息

• Syntheses of sugar-related trihydroxyazepanes from simple carbohydrates and their activities as reversible glycosidase inhibitors
  作者：Søren M Andersen、Christian Ekhart、Inge Lundt、Arnold E Stütz

  DOI：10.1016/s0008-6215(00)00018-5

  日期：2000.5

  Five diastereomeric trideoxy-1,6-iminohexitols were synthesised, and their inhibitory activities were determined against selected glycosidases. For comparison, 1,4,5-trideoxy-l,5-imino-D-lyxo-hexitol, the 4-deoxy derivative of 1-deoxymannojirimicin, was prepared by enzymatic isomerisation of 6-azido-3,6-dideoxy-D-riho-hexose into the corresponding 2-ulose and subsequent hydrogenation accompanied by intramolecular reductive amination. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Fuller, Trevor S.; Stick, Robert V., Australian Journal of Chemistry, 1980, vol. 33, # 11, p. 2509 - 2515
  作者：Fuller, Trevor S.、Stick, Robert V.

  DOI：——

  日期：——