2-<4-(methylamino)-3-nitrobenzyl>-α-cyclodextrin | 138208-26-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-<4-(methylamino)-3-nitrobenzyl>-α-cyclodextrin
• 英文别名: 2-[4-(methylamino)-3-nitrobenzyl]-α-cyclodextrin
• CAS: 138208-26-1
• 化学式: C₄₄H₆₈N₂O₃₂
• 分子量: 1137.02
• InChiKey: LBRCMUYNDMDJEL-XVPJDXOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.88
• 重原子数：
  78.0
• 可旋转键数：
  11.0
• 环数：
  23.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  519.07
• 氢给体数：
  18.0
• 氢受体数：
  33.0

反应信息

• 作为反应物：
  描述：

  2-<4-(methylamino)-3-nitrobenzyl>-α-cyclodextrin 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 反应 24.67h， 生成 2-[(7α-O-10-methyl-7-isoalloxyazinyl)methyl]-α-cyclodextrin
  参考文献：
  名称：

  Artificial redox enzymes. 1. Synthetic strategies

  摘要：

  Organic models of flavoenzymes consist of a binding site covalently attached to a flavin derivative acting as the catalytic site. The earlier reported synthesis of such a model using alpha-cyclodextrin as the binding site proved to be difficult to reproduce with beta-cyclodextrin. The synthetic strategy involved attaching a fully constructed riboflavin onto a cyclodextrin by a nucleophilic reaction. Riboflavin was found to decompose under the reaction conditions. A new method for the synthesis of flavocyclodextrins involving construction of the flavin moiety onto cyclodextrin is convenient and can be used to synthesize 6-flavocyclodextrins and 2-flavocyclodextrins.

  DOI：

  10.1021/jo00027a031
• 作为产物：
  描述：

  N-methyl-4-(methyliminomethyl)-2-nitroaniline 在 盐酸 、 sodium tetrahydroborate 、 氯化亚砜 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 11.0h， 生成 2-<4-(methylamino)-3-nitrobenzyl>-α-cyclodextrin
  参考文献：
  名称：

  Artificial redox enzymes. 1. Synthetic strategies

  摘要：

  Organic models of flavoenzymes consist of a binding site covalently attached to a flavin derivative acting as the catalytic site. The earlier reported synthesis of such a model using alpha-cyclodextrin as the binding site proved to be difficult to reproduce with beta-cyclodextrin. The synthetic strategy involved attaching a fully constructed riboflavin onto a cyclodextrin by a nucleophilic reaction. Riboflavin was found to decompose under the reaction conditions. A new method for the synthesis of flavocyclodextrins involving construction of the flavin moiety onto cyclodextrin is convenient and can be used to synthesize 6-flavocyclodextrins and 2-flavocyclodextrins.

  DOI：

  10.1021/jo00027a031