(S)-2-{(2R,3S,4S,5R,6R)-2-Azidomethyl-3,5-dihydroxy-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-4-yloxy}-3-phenyl-propionic acid benzyl ester | 335275-40-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-{(2R,3S,4S,5R,6R)-2-Azidomethyl-3,5-dihydroxy-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-4-yloxy}-3-phenyl-propionic acid benzyl ester
• CAS: 335275-40-6
• 化学式: C₅₅H₆₃N₃O₁₂
• 分子量: 958.118
• InChiKey: RCXIDYNMSNRECN-QSRQRPITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.33
• 重原子数：
  70.0
• 可旋转键数：
  22.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  189.36
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (S)-2-{(2R,3S,4S,5R,6R)-2-Azidomethyl-3,5-dihydroxy-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-4-yloxy}-3-phenyl-propionic acid benzyl ester 在 palladium dihydroxide sodium hydroxide 、 氢气 作用下， 反应 51.0h， 生成 (S)-2-{(2R,3S,4S,5R,6R)-2-(Benzoylamino-methyl)-3,5-dihydroxy-6-[(1R,2R)-2-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-4-yloxy}-3-phenyl-propionic acid
  参考文献：
  名称：

  Synthesis of sialyl lewisx mimics. Modifications of the 6-position of galactose

  摘要：

  Seven sLe(x) mimics where the -CH2OH group of the galactose moiety is replaced by -CH2NH3+, -CH2NHAc, -CH(2)NHBz, -CH2OSO3Na, -COONa and -CONH2 have been prepared and tested for their binding affinity to E-selectin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00692-2
• 作为产物：
  描述：

  (2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol 在 吡啶 、 sodium azide 、 ammonium cerium(IV) nitrate 、 二正丁基氧化锡 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 90.0h， 生成 (S)-2-{(2R,3S,4S,5R,6R)-2-Azidomethyl-3,5-dihydroxy-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-4-yloxy}-3-phenyl-propionic acid benzyl ester
  参考文献：
  名称：

  Synthesis of sialyl lewisx mimics. Modifications of the 6-position of galactose

  摘要：

  Seven sLe(x) mimics where the -CH2OH group of the galactose moiety is replaced by -CH2NH3+, -CH2NHAc, -CH(2)NHBz, -CH2OSO3Na, -COONa and -CONH2 have been prepared and tested for their binding affinity to E-selectin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00692-2