1,5-anhydro-6-O-monomethoxytrityl-3-O-pivaloyl-D-glucitol | 221278-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,5-anhydro-6-O-monomethoxytrityl-3-O-pivaloyl-D-glucitol
• 英文别名: [(2R,3R,4R,5S)-3,5-dihydroxy-2-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxan-4-yl] 2,2-dimethylpropanoate
• CAS: 221278-35-9
• 化学式: C₃₁H₃₆O₇
• 分子量: 520.623
• InChiKey: GSYGIFNZIPPCFE-KUXCXQDQSA-N

物化性质

• 沸点：
  640.0±55.0 °C(predicted)
• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  94.45
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1,5-anhydro-6-O-monomethoxytrityl-3-O-pivaloyl-D-glucitol 在 吡啶 、 4-二甲氨基吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 26.0h， 生成 2,2-Dimethyl-propionic acid (2S,4S,5S)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis and Conformational Analysis of 1,5-Anhydro-2,4-dideoxy-D-mannitol Nucleosides

  摘要：

  1,5-Anhydro-4,6-O-benzylidene-D-glucitol was used as starting material for the synthesis of 1,5-anhydro-2,4-dideoxy-D-mannitol nucleosides with an adenine and uracil base moiety. The compound with a purine base was obtained by direct nucleophilic substitution of a triflate. The pyrimidine nucleoside could be obtained by epoxide opening followed by inversion of configuration at the 3'-position. Both nucleosides adopt a C1 conformation with an axial base moiety.

  DOI：

  10.1080/15257779908043064
• 作为产物：
  描述：

  1,5-anhydro-4,6-O-benzylidene-3-O-pivaloyl-2-O-tert-butyldimethylsilyl-D-glucitol 在 吡啶 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 1,5-anhydro-6-O-monomethoxytrityl-3-O-pivaloyl-D-glucitol
  参考文献：
  名称：

  Synthesis and Conformational Analysis of 1,5-Anhydro-2,4-dideoxy-D-mannitol Nucleosides

  摘要：

  1,5-Anhydro-4,6-O-benzylidene-D-glucitol was used as starting material for the synthesis of 1,5-anhydro-2,4-dideoxy-D-mannitol nucleosides with an adenine and uracil base moiety. The compound with a purine base was obtained by direct nucleophilic substitution of a triflate. The pyrimidine nucleoside could be obtained by epoxide opening followed by inversion of configuration at the 3'-position. Both nucleosides adopt a C1 conformation with an axial base moiety.

  DOI：

  10.1080/15257779908043064