2-{(2S,3S,4S,5S,6S)-4-Benzyloxy-6-benzyloxymethyl-5-[(4R,5R,6R)-5,7-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-2-oxo-heptyl]-2-[10-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione | 163040-84-4

• 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-6-benzyloxymethyl-5-[(4R,5R,6R)-5,7-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-2-oxo-heptyl]-2-[10-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione
• 英文别名: 2-[(2S,3S,4S,5S,6S)-5-[(4R,5R,6R)-6-[tert-butyl(dimethyl)silyl]oxy-4-hydroxy-2-oxo-5,7-bis(phenylmethoxy)heptyl]-2-[10-[(4-methoxyphenyl)methoxy]decyl]-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione
• CAS: 163040-84-4
• 化学式: C₇₃H₉₃NO₁₂Si
• 分子量: 1204.63
• InChiKey: ZAHBEORNMNYMNS-ZXEDTPRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.48
• 重原子数：
  87
• 可旋转键数：
  38
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  149
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-{(2S,3S,4S,5S,6S)-4-Benzyloxy-6-benzyloxymethyl-5-[(4R,5R,6R)-5,7-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-2-oxo-heptyl]-2-[10-(4-methoxy-benzyloxy)-decyl]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione 在 四氢呋喃 、 偶氮二异丁腈 、 三氟化硼乙醚 、 三苯基氢化锡 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.58h， 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
• 作为产物：
  描述：

  1,3-O-Dibenzyl-2-O-(tert-butyldimethylsilyl)threitol 在 正丁基锂 、 六甲基二硅氮烷 作用下， 反应 1.0h， 生成 2-{(2S,3S,4S,5S,6S)-4-Benzyloxy-6-benzyloxymethyl-5-[(4R,5R,6R)-5,7-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-2-oxo-heptyl]-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