N-[(2R,3R,4R,5S,6R)-6-Benzyloxymethyl-2-{2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide | 169320-54-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(2R,3R,4R,5S,6R)-6-Benzyloxymethyl-2-{2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
• 英文别名: N-[(2R,3R,4R,5S,6R)-2-[2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-5-hydroxy-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-6-(phenylmethoxymethyl)oxan-3-yl]acetamide
• CAS: 169320-54-1
• 化学式: C₅₄H₇₂BrNO₁₅
• 分子量: 1055.07
• InChiKey: LZTMKRCWTCATSX-IQNZBFTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  71
• 可旋转键数：
  34
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  169
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  N-[(2R,3R,4R,5S,6R)-6-Benzyloxymethyl-2-{2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide 在 叠氮化锂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到N-[(2R,3R,4R,5S,6R)-2-{2-[2-(2-{2-[2-(2-Azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
  参考文献：
  名称：

  Sialyl Lewis X-polysaccharide conjugates: Targeting inflammatory lesions

  摘要：

  A novel system for active targeting of inflammatory lesions has been established. A SLe(X)-CMPul conjugate (2) showed accumulation that was 2.5-fold higher in inflammatory lesions in vivo than a SLN-CMPul conjugate (4) and 300-fold higher than monovalent SLe(X) (6). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00488-0
• 作为产物：
  描述：

  N-[(2R,4aR,6R,7R,8R,8aS)-6-[2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-8-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide 在 三乙基硅烷 、 三氟甲磺酸 、 DMTST 作用下， 以 二氯甲烷 为溶剂， 生成 N-[(2R,3R,4R,5S,6R)-6-Benzyloxymethyl-2-{2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
  参考文献：
  名称：

  Sialyl Lewis X-polysaccharide conjugates: Targeting inflammatory lesions

  摘要：

  A novel system for active targeting of inflammatory lesions has been established. A SLe(X)-CMPul conjugate (2) showed accumulation that was 2.5-fold higher in inflammatory lesions in vivo than a SLN-CMPul conjugate (4) and 300-fold higher than monovalent SLe(X) (6). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00488-0