(S)-2-{(2R,3S,4S,5R,6R)-3,5-Dihydroxy-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-4-yloxy}-3-phenyl-propionic acid benzyl ester | 187402-11-5

• 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)-3,5-Dihydroxy-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-4-yloxy}-3-phenyl-propionic acid benzyl ester
• CAS: 187402-11-5
• 化学式: C₅₅H₆₄O₁₃
• 分子量: 933.105
• InChiKey: JFQCYTCLASBJDV-QSRQRPITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.01
• 重原子数：
  68.0
• 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：
  160.83
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (S)-2-{(2R,3S,4S,5R,6R)-3,5-Dihydroxy-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-4-yloxy}-3-phenyl-propionic acid benzyl ester 在 吡啶 、 pyridine-SO3 complex 作用下， 生成 (S)-2-{(2R,3S,4S,5R,6R)-3,5-Dihydroxy-2-sulfooxymethyl-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
• 作为产物：
  描述：

  (S)-2-{(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-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 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以77%的产率得到(S)-2-{(2R,3S,4S,5R,6R)-3,5-Dihydroxy-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-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