6(I)-[N'-(2S,4S)-1,2-dibenzyloxycarbonylpyrrolidin-4-yl]aminocarbonylethylcarbonylamino-6(I)-deoxy-β-cyclodextrin | 1393739-69-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6(I)-[N'-(2S,4S)-1,2-dibenzyloxycarbonylpyrrolidin-4-yl]aminocarbonylethylcarbonylamino-6(I)-deoxy-β-cyclodextrin
• CAS: 1393739-69-9
• 化学式: C₆₆H₉₅N₃O₄₀
• 分子量: 1570.48
• InChiKey: QNWKEGYKKCYWKL-MDRLCCQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.69
• 重原子数：
  109.0
• 可旋转键数：
  17.0
• 环数：
  24.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  647.86
• 氢给体数：
  22.0
• 氢受体数：
  40.0

反应信息

• 作为反应物：
  描述：

  6(I)-[N'-(2S,4S)-1,2-dibenzyloxycarbonylpyrrolidin-4-yl]aminocarbonylethylcarbonylamino-6(I)-deoxy-β-cyclodextrin 在 palladium on activated charcoal 、 氢气 作用下， 以 水 为溶剂， 20.0 ℃ 、310.27 kPa 条件下， 反应 48.0h， 以100%的产率得到6(I)-[N'-(2S,4S)-2-carboxypyrrolidin-4-yl]aminocarbonylethylcarbonylamino-6(I)-deoxy-β-cyclodextrin
  参考文献：
  名称：

  Proline–cyclodextrin conjugates: synthesis and evaluation as catalysts for aldol reaction in water

  摘要：

  The synthesis of six conjugates of L-proline and beta-cyclodextrin and their evaluation as catalysts of aldol reaction in water are described. The results indicated that the nature of the linker between proline and beta-cyclodextrin is important for catalytic activity: the one with the most flexible linker gave the best results. Inhibition experiments showed that the cavity of beta-cyclodextrin plays a role in the catalysis. Permethylation of the cyclodextrin hydroxyl groups led to higher conversion rates. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.089
• 作为产物：
  描述：

  mono-6'-deoxy-6'-amidosuccinyl-β-cyclomaltoheptaose 、 (2S,4S)-N^α-Cbz-4-aminoproline benzyl ester 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 以85%的产率得到6(I)-[N'-(2S,4S)-1,2-dibenzyloxycarbonylpyrrolidin-4-yl]aminocarbonylethylcarbonylamino-6(I)-deoxy-β-cyclodextrin
  参考文献：
  名称：

  Proline–cyclodextrin conjugates: synthesis and evaluation as catalysts for aldol reaction in water

  摘要：

  The synthesis of six conjugates of L-proline and beta-cyclodextrin and their evaluation as catalysts of aldol reaction in water are described. The results indicated that the nature of the linker between proline and beta-cyclodextrin is important for catalytic activity: the one with the most flexible linker gave the best results. Inhibition experiments showed that the cavity of beta-cyclodextrin plays a role in the catalysis. Permethylation of the cyclodextrin hydroxyl groups led to higher conversion rates. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.089