2-{(2S,3S,4S,5S,6S)-4-Benzyloxy-5-((2S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-6-benzyloxymethyl-2-[10-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione | 163040-87-7

• 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)-4-Benzyloxy-5-((2S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-6-benzyloxymethyl-2-[10-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione
• 英文别名: 2-[(2S,3S,4S,5S,6S)-2-[10-[(4-methoxyphenyl)methoxy]decyl]-5-[[(2S,5S,6R)-4-oxo-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]methyl]-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione
• CAS: 163040-87-7
• 化学式: C₆₇H₇₇NO₁₁
• 分子量: 1072.35
• InChiKey: USAUYUZVIAHZDO-KFROVJNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  79
• 可旋转键数：
  31
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-gluco-heptose 、 2-{(2S,3S,4S,5S,6S)-4-Benzyloxy-5-((2S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-6-benzyloxymethyl-2-[10-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione 在 正丁基锂 、 四甲基乙二胺 、 六甲基二硅氮烷 作用下， 生成 2-[(2S,3S,4S,5S,6S)-5-[[(2S,3S,5S,6R)-3-[hydroxy-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl]-4-oxo-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
• 作为产物：
  描述：

  1,3-O-Dibenzyl-2-O-(tert-butyldimethylsilyl)threitol 在 正丁基锂 、 偶氮二异丁腈 、 三氟化硼乙醚 、 氢氟酸 、 三苯基氢化锡 、 四丁基氟化铵 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 25.58h， 生成 2-{(2S,3S,4S,5S,6S)-4-Benzyloxy-5-((2S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-6-benzyloxymethyl-2-[10-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-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