[(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-[[5-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy)-2-nitrophenyl]methoxycarbonylamino]oxan-2-yl]methyl acetate | 1548723-04-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-[[5-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy)-2-nitrophenyl]methoxycarbonylamino]oxan-2-yl]methyl acetate
• CAS: 1548723-04-1
• 化学式: C₃₃H₃₁F₁₇N₂O₁₄
• 分子量: 1002.59
• InChiKey: PUFQDCQUCWSBKO-MRKXFKPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  66
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  208
• 氢给体数：
  1
• 氢受体数：
  31

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-[[5-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy)-2-nitrophenyl]methoxycarbonylamino]oxan-2-yl]methyl acetate 在 sodium 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.33h， 生成
  参考文献：
  名称：

  Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines

  摘要：

  Two new fluorous photolabile-protecting groups (FNBC and FNB) and a new base-labile protecting group (FOC) for the masking of amines are reported. The protecting groups survive a wide range of common reaction conditions used in oligosaccharide synthesis and render the attached molecules amenable to fluorous solid-phase extraction (FSPE). A glycosyl acceptor containing the FNB group is shown to be useful in the synthesis of carbohydrates tagged with free deactivated secondary amines.

  DOI：

  10.1021/ol500023y
• 作为产物：
  描述：

  5-((4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)oxy)-2-nitrobenzyl 1H-imidazole-1-carboxylate 在 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-[[5-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy)-2-nitrophenyl]methoxycarbonylamino]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines

  摘要：

  Two new fluorous photolabile-protecting groups (FNBC and FNB) and a new base-labile protecting group (FOC) for the masking of amines are reported. The protecting groups survive a wide range of common reaction conditions used in oligosaccharide synthesis and render the attached molecules amenable to fluorous solid-phase extraction (FSPE). A glycosyl acceptor containing the FNB group is shown to be useful in the synthesis of carbohydrates tagged with free deactivated secondary amines.

  DOI：

  10.1021/ol500023y