2,5-anhydro-3,4:6,7-di-O-isopropylidene-1-O-methanesulphonyl-D-glycero-D-talo-heptitol | 146399-52-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-anhydro-3,4:6,7-di-O-isopropylidene-1-O-methanesulphonyl-D-glycero-D-talo-heptitol
• 英文别名: [(3aS,4R,6R,6aR)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl methanesulfonate
• CAS: 146399-52-2
• 化学式: C₁₄H₂₄O₈S
• 分子量: 352.406
• InChiKey: BREKVUORALGYQJ-OOCWMUITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  97.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,5-anhydro-3,4:6,7-di-O-isopropylidene-1-O-methanesulphonyl-D-glycero-D-talo-heptitol 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以44%的产率得到(3aR,4R,6R,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethylperhydrofuro[3,4-d][1,3]dioxol-4-yl-methyl azide
  参考文献：
  名称：

  Inhibition of α-mannosidases by seven carbon sugars: Synthesis of some seven carbon analogues of mannofuranose

  摘要：

  The effects on human liver glycosidases of some seven carbon analogues of mannopyranose and mannofuranose are compared with those of deoxymannojirimycin and DIM. The syntheses of the seven carbon mannofuranose analogues, alpha-(aminomethyl)-1-deoxy-mannofuranose and of alpha-homoDIM, are described.

  DOI：

  10.1016/s0040-4020(01)89046-3
• 作为产物：
  描述：

  3,4:6,7-di-O-isopropylidene-2-O-trifluoromethanesulphonyl-D-glycero-D-talo-heptono-1,5-lactone 在 吡啶 、 lithium aluminium tetrahydride 、 四丁基碘化铵 、 potassium carbonate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 4.83h， 生成 2,5-anhydro-3,4:6,7-di-O-isopropylidene-1-O-methanesulphonyl-D-glycero-D-talo-heptitol
  参考文献：
  名称：

  Inhibition of α-mannosidases by seven carbon sugars: Synthesis of some seven carbon analogues of mannofuranose

  摘要：

  The effects on human liver glycosidases of some seven carbon analogues of mannopyranose and mannofuranose are compared with those of deoxymannojirimycin and DIM. The syntheses of the seven carbon mannofuranose analogues, alpha-(aminomethyl)-1-deoxy-mannofuranose and of alpha-homoDIM, are described.

  DOI：

  10.1016/s0040-4020(01)89046-3

文献信息

• Inhibition of α-mannosidases by seven carbon sugars: Synthesis of some seven carbon analogues of mannofuranose
  作者：Paul M. Myerscough、Antony J. Fairbanks、Aled H. Jones、Ian Bruce、Sik-man S. Choi、George W.J. Fleet、Samer S. Al-Daher、Isabelle Cenci di Bello、Bryan Winchester

  DOI：10.1016/s0040-4020(01)89046-3

  日期：——

  The effects on human liver glycosidases of some seven carbon analogues of mannopyranose and mannofuranose are compared with those of deoxymannojirimycin and DIM. The syntheses of the seven carbon mannofuranose analogues, alpha-(aminomethyl)-1-deoxy-mannofuranose and of alpha-homoDIM, are described.