2-[(2S,3S,4S,5S,6S)-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-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione | 163040-93-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(2S,3S,4S,5S,6S)-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-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione
• CAS: 163040-93-5
• 化学式: C₉₅H₁₀₉NO₁₅
• 分子量: 1504.91
• InChiKey: FTPSHXQHXFKYTF-UISVRSIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  111
• 可旋转键数：
  42
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  168
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  2-[(2S,3S,4S,5S,6S)-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-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione 在 肼 作用下， 以 正丁醇 为溶剂， 反应 12.0h， 生成 (2S,3R,4R,5R,6R)-2-[[(2S,3S,4S,5S,6S)-5-amino-6-[10-[(4-methoxyphenyl)methoxy]decyl]-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]methyl]-3-[[(2S,3R,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl]-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-4-ol
  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：

  在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 以91%的产率得到2-[(2S,3S,4S,5S,6S)-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-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione
  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