2,3'-anhydro-3,4'-di-O-tosylsucrose | 131158-14-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3'-anhydro-3,4'-di-O-tosylsucrose
• CAS: 131158-14-0
• 化学式: C₂₆H₃₂O₁₄S₂
• 分子量: 632.664
• InChiKey: NNUFRONMCKVJIC-PNQDPTNESA-N

反应信息

• 作为反应物：
  描述：

  2,3'-anhydro-3,4'-di-O-tosylsucrose 在 吡啶 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.83h， 生成 6,1',6'-tri-O-acetyl-2,3':3,4-dianhydro-4'-O-tosyl-allo-sucrose
  参考文献：
  名称：

  2,3′-anhydrosucrose

  摘要：

  Alkaline hydrolysis of alpha-D-glucopyranosyl 3,4-anhydro-beta-D-ribo-hexulofuranoside (1) involves participation of HO-2 and leads to 2,3'-anhydrosucrose (2). The structure of 2 was assigned on the basis of the n.m.r. and mass spectra of its hexa-acetate 3 and confirmed by the formation from 2 of the 6,6'-di-(4) and 6,1',6'-tri-O-trityl (5) derivatives, the 4,6-O-isopropylidene derivative (6), and 2,3':3,4-dianhydro-galacto-sucrose, isolated as the tetra-acetate 7. The structure of 7 was confirmed by its conversion into the 4'-O-tosyl-6,1',6'-O-trityl derivative 14 and by unambiguous synthesis from 6.

  DOI：

  10.1016/0008-6215(90)80136-q
• 作为产物：
  描述：

  2,3'-anhydro-4,6-O-isopropylidene-3,4'-di-O-tosyl-1',6'-di-O-tritylsucrose 在 溶剂黄146 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以88%的产率得到2,3'-anhydro-3,4'-di-O-tosylsucrose
  参考文献：
  名称：

  2,3′-anhydrosucrose

  摘要：

  Alkaline hydrolysis of alpha-D-glucopyranosyl 3,4-anhydro-beta-D-ribo-hexulofuranoside (1) involves participation of HO-2 and leads to 2,3'-anhydrosucrose (2). The structure of 2 was assigned on the basis of the n.m.r. and mass spectra of its hexa-acetate 3 and confirmed by the formation from 2 of the 6,6'-di-(4) and 6,1',6'-tri-O-trityl (5) derivatives, the 4,6-O-isopropylidene derivative (6), and 2,3':3,4-dianhydro-galacto-sucrose, isolated as the tetra-acetate 7. The structure of 7 was confirmed by its conversion into the 4'-O-tosyl-6,1',6'-O-trityl derivative 14 and by unambiguous synthesis from 6.

  DOI：

  10.1016/0008-6215(90)80136-q