Toluene-4-sulfonic acid (2R,3S,4S,5R,6R)-3,5-dihydroxy-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-2-ylmethyl ester | 335275-37-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Toluene-4-sulfonic acid (2R,3S,4S,5R,6R)-3,5-dihydroxy-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-2-ylmethyl ester
• CAS: 335275-37-1
• 化学式: C₅₄H₆₄O₁₄S
• 分子量: 969.16
• InChiKey: PNIYHGVTHIQSMQ-JQCASPFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.59
• 重原子数：
  69.0
• 可旋转键数：
  21.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  166.9
• 氢给体数：
  2.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  Toluene-4-sulfonic acid (2R,3S,4S,5R,6R)-3,5-dihydroxy-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-2-ylmethyl ester 在 sodium azide 、 ammonium cerium(IV) nitrate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 49.0h， 生成 (2R,3R,4S,5R,6R)-2-Azidomethyl-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4,5-triol
  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,3R,4S,5R,6R)-2-Hydroxymethyl-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4,5-triol 在 吡啶 、 二正丁基氧化锡 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 28.0h， 生成 Toluene-4-sulfonic acid (2R,3S,4S,5R,6R)-3,5-dihydroxy-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-2-ylmethyl 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