6-O-(4-methylamino-3-nitrobenzyl)-α-cyclodextrin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-O-(4-methylamino-3-nitrobenzyl)-α-cyclodextrin
• 英文别名: (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25-pentakis(hydroxymethyl)-30-[[4-(methylamino)-3-nitrophenyl]methoxymethyl]-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
• 化学式: C₄₄H₆₈N₂O₃₂
• 分子量: 1137.02
• InChiKey: KOJHGDICOFPKCQ-QPPFYRDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.5
• 重原子数：
  78
• 可旋转键数：
  10
• 环数：
  23.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  522
• 氢给体数：
  18
• 氢受体数：
  33

反应信息

• 作为产物：
  描述：

  4-(chloromethyl)-N-methyl-2-nitrobenzenamine 、 α-环糊精 在 2,6-二甲基吡啶 作用下， 反应 3.5h， 以34.4%的产率得到6-O-(4-methylamino-3-nitrobenzyl)-α-cyclodextrin
  参考文献：
  名称：

  Selectively Monomodified Cyclodextrins. Synthetic Strategies

  摘要：

  ;Monomodifications of cyclodextrins to give selectively 2-, 3-, or 6-substituted product is a challenging task because of the number of hydroxyl groups that can potentially react with the incoming reagent. The principles and the methods involved in manipulations of the differences in the chemistry of these hydroxyl groups to control the outcome of an electrophilic reaction with them to produce monoalkylated (ether-linkaged) cyclodextrin derivatives are discussed and illustrated.

  DOI：

  10.1021/jo991347r

文献信息

• Selectively Monomodified Cyclodextrins. Synthetic Strategies
  作者：Shengping Tian、Henghu Zhu、Peter Forgo、Valerian T. D'Souza

  DOI：10.1021/jo991347r

  日期：2000.5.1

  ;Monomodifications of cyclodextrins to give selectively 2-, 3-, or 6-substituted product is a challenging task because of the number of hydroxyl groups that can potentially react with the incoming reagent. The principles and the methods involved in manipulations of the differences in the chemistry of these hydroxyl groups to control the outcome of an electrophilic reaction with them to produce monoalkylated (ether-linkaged) cyclodextrin derivatives are discussed and illustrated.