methyl ((tert-butyl-4-benzylamino)butylcarbamate 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-oxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate | 1208104-59-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl ((tert-butyl-4-benzylamino)butylcarbamate 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-oxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate
• 英文别名: methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[4-[[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]methyl]phenoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 1208104-59-9
• 化学式: C₃₆H₅₃N₃O₁₅
• 分子量: 767.828
• InChiKey: DZDHAMVGBMSEPF-OHKAHCKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  54
• 可旋转键数：
  25
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  229
• 氢给体数：
  3
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  methyl ((tert-butyl-4-benzylamino)butylcarbamate 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-oxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以97%的产率得到methyl (N-(4-benzyl)butane-1,4-diamine 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-oxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate
  参考文献：
  名称：

  Synthesis of poly(aspartimide)-based bio-glycoconjugates

  摘要：

  The purpose of this programme was to synthesize and analyze new bioconjugates of interest for the potential inhibition of the influenza virus, using poly(aspartimide) as a polymer support. The macromolecular targets were obtained by attaching various sialic acid-linker-amine compounds to poly(aspartimide). (1)H and (13)C NMR studies were then performed to analyze the degree of incorporation of the sialic acid-linker-amine compounds within the poly(aspartimide). These studies illustrated that the incorporation was dependent on the nature of the spacer between the sugar and the amine functionality. Thus aliphatic spacers favoured the inclusion of sialic acid onto the polymer support whereas compounds having only an aromatic moiety between the sialic acid and the amine could not be easily incorporated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.08.034
• 作为产物：
  描述：

  N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 在 四丁基硫酸氢铵 、 sodium carbonate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 28.0h， 生成 methyl ((tert-butyl-4-benzylamino)butylcarbamate 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-oxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate
  参考文献：
  名称：

  Synthesis of poly(aspartimide)-based bio-glycoconjugates

  摘要：

  The purpose of this programme was to synthesize and analyze new bioconjugates of interest for the potential inhibition of the influenza virus, using poly(aspartimide) as a polymer support. The macromolecular targets were obtained by attaching various sialic acid-linker-amine compounds to poly(aspartimide). (1)H and (13)C NMR studies were then performed to analyze the degree of incorporation of the sialic acid-linker-amine compounds within the poly(aspartimide). These studies illustrated that the incorporation was dependent on the nature of the spacer between the sugar and the amine functionality. Thus aliphatic spacers favoured the inclusion of sialic acid onto the polymer support whereas compounds having only an aromatic moiety between the sialic acid and the amine could not be easily incorporated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.08.034