3-deoxygalactose (α-furanose) | 162427-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 3-deoxygalactose (α-furanose)
• 英文别名: (2S,3R,5R)-5-[(1R)-1,2-dihydroxyethyl]oxolane-2,3-diol
• CAS: 162427-40-9
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: KYRASVTYGKHXNG-KAZBKCHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.19
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.15
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-deoxygalactose (α-furanose) 在 camphor-10-sulfonic acid sodium azide 、 Amberlite IR-120 (H⁽¹⁺⁾) 、 溶剂黄146 作用下， 以 吡啶 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 20.0~40.0 ℃ 、3.0 MPa 条件下， 反应 33.0h， 生成 1,3,6-trideoxy-1,6-imino-D-xylo-hexitol
  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：

  3-deoxy-D-xylo-hexono-1,4-lactone 在 2-甲基-2-丁烯 、 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 生成 3-deoxygalactose (α-furanose)
  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