10-{(2S,3S,4S,5R)-3-Acetylamino-4-benzyloxy-5-[(2S,3S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-decanoic acid | 163041-00-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10-{(2S,3S,4S,5R)-3-Acetylamino-4-benzyloxy-5-[(2S,3S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-decanoic acid
• 英文别名: 10-[(2S,3S,4S,5R)-3-acetamido-5-[[(2S,3S,5R,6R)-3-[[(2S,3R,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl]-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]methyl]-4-phenylmethoxyoxan-2-yl]decanoic acid
• CAS: 163041-00-7
• 化学式: C₇₃H₉₁NO₁₂
• 分子量: 1174.53
• InChiKey: KDBAJIXYGYUIKE-NHSCCCNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  86
• 可旋转键数：
  34
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  10-{(2S,3S,4S,5R)-3-Acetylamino-4-benzyloxy-5-[(2S,3S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-decanoic acid 在 palladium dihydroxide lithium hydroxide 、 氢气 作用下， 生成 10-{(2S,3R,4S,5R)-3-Acetylamino-4-hydroxy-5-[(2S,3S,5R,6R)-5-hydroxy-6-hydroxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-decanoic acid
  参考文献：
  名称：

  Preferred Conformations of C-Glycosides. 14. Synthesis and Conformational Analysis of Carbon Analogs of the Blood Group Determinant H-Type II

  摘要：

  The syntheses of C-trisaccharides 1-4, carbon analogs of the human blood group determinant II-type II, have been achieved in a flexible and efficient manner. Vicinal coupling constants in the H-1 NMR spectrum provide experimental evidence that each of the four compounds 1-4 possesses a unique solution conformation, in accord with the predictions made on the basis of the preference of the C-glycosidic bond for the ''exo-anomeric'' conformation and the influence of 1,3-diaxial like interactions about the C-aglyconic bond.

  DOI：

  10.1021/jo00112a040
• 作为产物：
  描述：

  N-[(2S,3S,4S,5R)-4-Benzyloxy-5-[(2S,3S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-2-(10-oxo-decyl)-tetrahydro-pyran-3-yl]-acetamide 在 sodium chlorite 、 sodium dihydrogenphosphate 作用下， 以 叔丁醇 为溶剂， 反应 0.17h， 生成 10-{(2S,3S,4S,5R)-3-Acetylamino-4-benzyloxy-5-[(2S,3S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-decanoic acid
  参考文献：
  名称：

  Preferred Conformations of C-Glycosides. 14. Synthesis and Conformational Analysis of Carbon Analogs of the Blood Group Determinant H-Type II

  摘要：

  The syntheses of C-trisaccharides 1-4, carbon analogs of the human blood group determinant II-type II, have been achieved in a flexible and efficient manner. Vicinal coupling constants in the H-1 NMR spectrum provide experimental evidence that each of the four compounds 1-4 possesses a unique solution conformation, in accord with the predictions made on the basis of the preference of the C-glycosidic bond for the ''exo-anomeric'' conformation and the influence of 1,3-diaxial like interactions about the C-aglyconic bond.

  DOI：

  10.1021/jo00112a040