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 | 169320-55-2

• 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)-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
• 英文别名: N-[(2R,3R,4R,5S,6R)-2-[2-[2-[2-[2-[2-(2-azidoethoxy)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: 169320-55-2
• 化学式: C₅₄H₇₂N₄O₁₅
• 分子量: 1017.18
• InChiKey: CXRTYWDPSNQCEP-IQNZBFTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  73
• 可旋转键数：
  35
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  184
• 氢给体数：
  2
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[(2R,3S,4S,5R,6S)-3,5-diacetyloxy-2-(benzoyloxymethyl)-6-(2,2,2-trichloroethanimidoyl)oxyoxan-4-yl]oxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate 、 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 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到methyl (2S,4S,5R,6R)-5-acetamido-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-6-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-3,5-diacetyloxy-6-(benzoyloxymethyl)oxan-4-yl]oxy-4-acetyloxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
  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,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

文献信息

• Sialyl Lewis X-polysaccharide conjugates: Targeting inflammatory lesions
  作者：Masahiro Sakagami、Kazutoshi Horie、Kazutaka Nakamoto、Takayuki Kawaguchi、Hiroshi Hamana

  DOI：10.1016/s0960-894x(98)00488-0

  日期：1998.10

  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.