N-[(2S,3S,4S,5R)-2-(10-hydroxydecyl)-5-[[(2S,3R,4R,5R,6R)-4-hydroxy-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 | 1054647-01-6

• 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-hydroxydecyl)-5-[[(2S,3R,4R,5R,6R)-4-hydroxy-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: 1054647-01-6
• 化学式: C₇₃H₉₃NO₁₂
• 分子量: 1176.54
• InChiKey: IHRZKULDZNCTQO-RURDHFHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  86
• 可旋转键数：
  34
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  153
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N-[(2S,3S,4S,5R)-2-(10-hydroxydecyl)-5-[[(2S,3R,4R,5R,6R)-4-hydroxy-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 palladium hydroxide - carbon lithium hydroxide 、 sodium chlorite 、 sodium dihydrogenphosphate 、 tris(triphenylphosphine)ruthenium(II) chloride 、 3 A molecular sieve 、 氢气 作用下， 以 叔丁醇 、 苯 为溶剂， 反应 13.17h， 生成 10-{(2S,3R,4S,5R)-3-Acetylamino-5-[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-4-hydroxy-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)-5-[[(2S,3R,4R,5R,6R)-4-hydroxy-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]-2-[10-[(4-methoxyphenyl)methoxy]decyl]-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)-2-(10-hydroxydecyl)-5-[[(2S,3R,4R,5R,6R)-4-hydroxy-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