1',2,3,3',4,4'-hexa-O-benzyl-6,6'-O-(3,6,9-trioxaundecan-1,11-diyl)sucrose | 652990-15-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1',2,3,3',4,4'-hexa-O-benzyl-6,6'-O-(3,6,9-trioxaundecan-1,11-diyl)sucrose
• 英文别名: (1R,3S,4S,5R,6R,22R,23R,24S,25R)-4,5,23,24,25-pentakis(phenylmethoxy)-3-(phenylmethoxymethyl)-2,8,11,14,17,20,26,27-octaoxatricyclo[20.3.1.13,6]heptacosane
• CAS: 652990-15-3
• 化学式: C₆₂H₇₂O₁₄
• 分子量: 1041.25
• InChiKey: JGCDLPYMGQNWQW-WPAVICEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  76
• 可旋转键数：
  19
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1',2,3,3',4,4'-hexa-O-benzyl-6,6'-O-(3,6,9-trioxaundecan-1,11-diyl)sucrose 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Synthesis of Macrocyclic Derivatives Containing a Sucrose Unit †

  摘要：

  An efficient synthesis of 1',2,3,3',4,4'-hexa-O-benzylsucrose (48% from sucrose) is presented. This diol was used for the preparation of crown ether-type analogs of various size macrocyclic rings with incorporated sucrose units.

  DOI：

  10.1081/car-120026473
• 作为产物：
  描述：

  1’,2,3,3’,4,4’-hexa-O-benzyl-6,6’-dichloro-6,6’-dideoxysucrose 在 咪唑 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 492.0h， 生成 1',2,3,3',4,4'-hexa-O-benzyl-6,6'-O-(3,6,9-trioxaundecan-1,11-diyl)sucrose
  参考文献：
  名称：

  Macrocyclic receptors containing sucrose skeleton

  摘要：

  Crown ether analogues with incorporated sucrose unit were prepared by reaction of 1 ',2,3,3 ',4,4 '- hexa-O-benzylsucrose with polyethylene ditosylates in up to 52% yield. Stability constants of their complexes with Li+, Na+, K+, NH4+ were determined by the NMR titration method. The macrocycles were also tested as catalysts in the enantioselective Michael reaction, but with little success (ee up to only 22%). The macrocycle containing nitrogen in the ring was also prepared in good yield. All prepared macrocycles were easily converted into the free sucrose crowns (H-2/Pd/C) without destroying the (very labile) glycosidic bond. The crystal structure of the selected receptor was determined. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.046