(1R,2R,4S,6R)-4-Azidomethyl-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-cyclohexane-1,2,4-triol | 342824-32-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2R,4S,6R)-4-Azidomethyl-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-cyclohexane-1,2,4-triol
• CAS: 342824-32-2
• 化学式: C₄₇H₅₇N₃O₁₄
• 分子量: 887.981
• InChiKey: MUSYLBJFNZTAEI-ZRCASPJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  64.0
• 可旋转键数：
  20.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  243.98
• 氢给体数：
  6.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 (1R,2R,4S,6R)-4-Azidomethyl-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-cyclohexane-1,2,4-triol 在 palladium dihydroxide 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 16.0h， 以90%的产率得到(2R,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-((1R,2R,3R,5S)-5-Aminomethyl-2,3,5-trihydroxy-cyclohexyloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with acetic acid
  参考文献：
  名称：

  Synthesis of Gal determinant epitopes, their glycomimetic variants, and trimeric clusters—relevance to tumor associated antigens and to discordant xenografts

  摘要：

  The synthesis of Gal alpha1 --> 3Gal-quinic acid pseudo-trisaccharides and their elaboration into trimeric clusters is described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00195-8
• 作为产物：
  描述：

  ((3aR,5R,7R,7aS)-5,7-dihydroxy-2,2-dimethylhexahydro-1,3-benzodioxol-5-yl)methyl 4-methylbenzenesulfonate 在 sodium azide 、 sodium methylate 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 47.0h， 生成 (1R,2R,4S,6R)-4-Azidomethyl-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-cyclohexane-1,2,4-triol
  参考文献：
  名称：

  Synthesis of Gal determinant epitopes, their glycomimetic variants, and trimeric clusters—relevance to tumor associated antigens and to discordant xenografts

  摘要：

  The synthesis of Gal alpha1 --> 3Gal-quinic acid pseudo-trisaccharides and their elaboration into trimeric clusters is described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00195-8