(2R,3S,4R,5R,6S)-2-(acetoxymethyl)-5-((((5-((4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)oxy)-2-nitrobenzyl)oxy)carbonyl)amino)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate | 1548723-07-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3S,4R,5R,6S)-2-(acetoxymethyl)-5-((((5-((4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)oxy)-2-nitrobenzyl)oxy)carbonyl)amino)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate
• CAS: 1548723-07-4
• 化学式: C₃₈H₃₅F₁₇N₂O₁₄
• 分子量: 1066.67
• InChiKey: WRTHRTATCVJEBO-HWVUQVAQSA-N

物化性质

• 沸点：
  782.0±60.0 °C(predicted)
• 密度：
  1.54±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  71.0
• 可旋转键数：
  22.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  197.29
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R,5R,6S)-2-(acetoxymethyl)-5-((((5-((4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)oxy)-2-nitrobenzyl)oxy)carbonyl)amino)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate 在 sodium 、 对甲苯磺酸 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 13.0h， 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：

  1-(((5-((4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)oxy)-2-nitrobenzyl)oxy)carbonyl)-3-methyl-1H-imidazol-3-ium trifluoromethanesulfonate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 22.33h， 生成 (2R,3S,4R,5R,6S)-2-(acetoxymethyl)-5-((((5-((4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)oxy)-2-nitrobenzyl)oxy)carbonyl)amino)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate
  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