[(2R,3R,4R,5R)-5-azido-2-(azidomethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-yl] acetate | 918868-75-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4R,5R)-5-azido-2-(azidomethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-yl] acetate
• CAS: 918868-75-4
• 化学式: C₂₁H₂₂N₆O₄S
• 分子量: 454.509
• InChiKey: AOJKQMYIZAWWBS-CVNCVKFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5R)-5-azido-2-(azidomethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-yl] acetate 、 2-[3-[3-[4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)amino]propanoyl-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)amino]propanoyl-[2-[3-[3-[4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)amino]propanoyl-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)amino]propanoylamino]ethyl]amino]ethyl 2-[[4-[2-[(3R,4R,5R,6R)-3-azido-6-(azidomethyl)-5-hydroxy-4-phenylmethoxyoxan-2-yl]oxyethylcarbamoyloxymethyl]benzoyl]amino]acetate 、 甲醇 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 sodium methylate 、 乙基九氟代丁基醚 作用下， 以 二氯甲烷 为溶剂， 以13%的产率得到methyl 2-[[4-[2-[(2S,3R,4R,5R,6R)-3-azido-5-[(2R,3R,4R,5R,6R)-3-azido-6-(azidomethyl)-5-hydroxy-4-phenylmethoxyoxan-2-yl]oxy-6-(azidomethyl)-4-phenylmethoxyoxan-2-yl]oxyethylcarbamoyloxymethyl]benzoyl]amino]acetate
  参考文献：
  名称：

  Synthesis of aminoglycoside derivatives on a Cbz-type heavy fluorous tag

  摘要：

  Four aminoglycoside derivatives containing a 2,6-diamino-2,6-dideoxy-D-glucopyranose disaccharide structure were successfully prepared by using a Cbz-type heavy fluorous tag in a fluorous synthesis. A Cbz-type heavy fluorous tag was prepared using the hexakis(fluorous chain)-type alcohol 11, and the fluorous alcohol 11 was recovered in good yield after the synthesis of aminoglycoside derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.064
• 作为产物：
  描述：

  (2R,4aR,7R,8R,8aS)-7-azido-2-phenyl-8-phenylmethoxy-6-phenylsulfanyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine 在 吡啶 、 sodium azide 、 四丁基硫酸氢铵 、 溶剂黄146 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(2R,3R,4R,5R)-5-azido-2-(azidomethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-yl] acetate
  参考文献：
  名称：

  Synthesis of aminoglycoside derivatives on a Cbz-type heavy fluorous tag

  摘要：

  Four aminoglycoside derivatives containing a 2,6-diamino-2,6-dideoxy-D-glucopyranose disaccharide structure were successfully prepared by using a Cbz-type heavy fluorous tag in a fluorous synthesis. A Cbz-type heavy fluorous tag was prepared using the hexakis(fluorous chain)-type alcohol 11, and the fluorous alcohol 11 was recovered in good yield after the synthesis of aminoglycoside derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.064