(1R,3S,4S,5R,6R,23R,24R,25S,26R)-4,5,24,25,26-pentakis(phenylmethoxy)-3-(phenylmethoxymethyl)-2,8,11,18,21,27,28-heptaoxatetracyclo[21.3.1.13,6.012,17]octacosa-12,14,16-triene | 652990-16-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,3S,4S,5R,6R,23R,24R,25S,26R)-4,5,24,25,26-pentakis(phenylmethoxy)-3-(phenylmethoxymethyl)-2,8,11,18,21,27,28-heptaoxatetracyclo[21.3.1.13,6.012,17]octacosa-12,14,16-triene
• CAS: 652990-16-4
• 化学式: C₆₄H₆₈O₁₃
• 分子量: 1045.24
• InChiKey: FLDOIFIWYJJWIE-XVYZDSLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.47
• 重原子数：
  77.0
• 可旋转键数：
  19.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  119.99
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (1R,3S,4S,5R,6R,23R,24R,25S,26R)-4,5,24,25,26-pentakis(phenylmethoxy)-3-(phenylmethoxymethyl)-2,8,11,18,21,27,28-heptaoxatetracyclo[21.3.1.13,6.012,17]octacosa-12,14,16-triene 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 (1R,3S,4S,5R,6R,23R,24R,25S,26R)-4,5,24,25,26-pentakis(phenylmethoxy)-3-(phenylmethoxymethyl)-2,8,11,18,21,27,28-heptaoxatetracyclo[21.3.1.13,6.012,17]octacosa-12,14,16-triene
  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