2,3'-anhydro-4,6-O-isopropylidenesucrose | 131158-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,3'-anhydro-4,6-O-isopropylidenesucrose
• 英文别名: (1R,3R,8S,9S,10R,12S,13R,14R,16S)-14,16-bis(hydroxymethyl)-6,6-dimethyl-2,5,7,11,15,17-hexaoxatetracyclo[8.7.0.03,8.012,16]heptadecane-9,13-diol
• CAS: 131158-10-6
• 化学式: C₁₅H₂₄O₁₀
• 分子量: 364.35
• InChiKey: DYPKLVYOHUBUGF-KBQSQTHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  136
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,3'-anhydro-4,6-O-isopropylidenesucrose 在 吡啶 、 sodium methylate 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 反应 175.67h， 生成 6,1',4',6'-tetra-O-acetyl-2,3':3,4-dianhydro-galacto-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：

  α-D-glucopyranosyl 3,4-anhydro-β-D-ribo-hexulofuranoside 在 sodium hydroxide 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.5h， 生成 2,3'-anhydro-4,6-O-isopropylidenesucrose
  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

文献信息

• CAPEK, KAREL;CADOVA, EVA;SEDMERA, PETR, CARBOHYDR. RES., 205,(1990) C. 161-171
  作者：CAPEK, KAREL、CADOVA, EVA、SEDMERA, PETR

  DOI：——

  日期：——