6-amino-6-deoxy-N-ethyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose | 1232237-15-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: 6-amino-6-deoxy-N-ethyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• 英文别名: 6-deoxy-6-ethylamino-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• CAS: 1232237-15-8
• 化学式: C₁₄H₂₅NO₅
• 分子量: 287.356
• InChiKey: PRWOLJFZWVWQOJ-YBXAARCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.99
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.18
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6-amino-6-deoxy-N-ethyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 、 3-(全氟正辛基)-1,2-环氧丙烷 以 乙醇 为溶剂， 反应 8.0h， 以96%的产率得到6-amino-6-deoxy-N-ethyl-N-(2-hydroxy-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
  参考文献：
  名称：

  Perfluoroalkylated derivatives of 6-deoxy-6-ethylamino-d-galactose, 1-deoxy-1-methylamino-d-glucitol, and 1-amino-1-deoxy-d-glucitol: syntheses, hemocompatibility, and effect on perfluorocarbon emulsion

  摘要：

  N-Polyfluoroalkyl derivatives of 6-deoxy-6-ethylamino-1,2,3,4-di-O-isopropylidene-alpha-D-galactopyranose (8-10), 1-deoxy-1-methylamino-D-glucitol (13-15), and 1-amino-1-deoxy-D-glucitol (16-18), all possessing perfluoroalkyl segment, were prepared using nucleophilic epoxide ring opening of 2-[(perfluoroalkyl)methyl] oxiranes 1-3. Co-emulsifying properties and hemolytic activity of the new perfluoroalkylated amphiphiles were tested. Both types of the polyol derivatives 8-10 and 13-18 generally displayed good to excellent co-emulsifying properties on testing on perfluorodecalin/Pluronic F-68 microemulsions Mono-perfluoroalkylated compounds 8-10 and 13-15 displayed high hemolysis, whereas acyclic bis-perfluoroalkylated compounds 16-18 were non-hemolytic even for short perfluorobutyl segment (16) The properties were generally improving with increasing perfluoroalkyl chain length. (C) 2010 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.carres.2010.03.023
• 作为产物：
  描述：

  6-deoxy-6-ethylamino-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose p-toluenesulfonate salt 在 氢氧化钾 作用下， 以 水 为溶剂， 以39%的产率得到6-amino-6-deoxy-N-ethyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
  参考文献：
  名称：

  Perfluoroalkylated derivatives of 6-deoxy-6-ethylamino-d-galactose, 1-deoxy-1-methylamino-d-glucitol, and 1-amino-1-deoxy-d-glucitol: syntheses, hemocompatibility, and effect on perfluorocarbon emulsion

  摘要：

  N-Polyfluoroalkyl derivatives of 6-deoxy-6-ethylamino-1,2,3,4-di-O-isopropylidene-alpha-D-galactopyranose (8-10), 1-deoxy-1-methylamino-D-glucitol (13-15), and 1-amino-1-deoxy-D-glucitol (16-18), all possessing perfluoroalkyl segment, were prepared using nucleophilic epoxide ring opening of 2-[(perfluoroalkyl)methyl] oxiranes 1-3. Co-emulsifying properties and hemolytic activity of the new perfluoroalkylated amphiphiles were tested. Both types of the polyol derivatives 8-10 and 13-18 generally displayed good to excellent co-emulsifying properties on testing on perfluorodecalin/Pluronic F-68 microemulsions Mono-perfluoroalkylated compounds 8-10 and 13-15 displayed high hemolysis, whereas acyclic bis-perfluoroalkylated compounds 16-18 were non-hemolytic even for short perfluorobutyl segment (16) The properties were generally improving with increasing perfluoroalkyl chain length. (C) 2010 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.carres.2010.03.023