N-[(2S,3S,4S,5R)-2-[10-[(4-methoxyphenyl)methoxy]decyl]-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-3-yl]acetamide | 1053616-32-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(2S,3S,4S,5R)-2-[10-[(4-methoxyphenyl)methoxy]decyl]-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-3-yl]acetamide
• CAS: 1053616-32-2
• 化学式: C₈₁H₁₀₁NO₁₂
• 分子量: 1280.69
• InChiKey: XNOVQZFFKGPZTN-MMQNRHIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  94
• 可旋转键数：
  38
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N-[(2S,3S,4S,5R)-2-[10-[(4-methoxyphenyl)methoxy]decyl]-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-3-yl]acetamide 在 phosphate buffer 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 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-hydroxy-decyl)-tetrahydro-pyran-3-yl]-acetamide
  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：

  乙酸酐 、 (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-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-3-ylamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 N-[(2S,3S,4S,5R)-2-[10-[(4-methoxyphenyl)methoxy]decyl]-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-3-yl]acetamide
  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