1,5-anhydro-6-O-monomethoxytrityl-2,3-bis-O-pivaloyl-4-deoxy-D-glucitol | 221278-42-8

• 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-2,3-bis-O-pivaloyl-4-deoxy-D-glucitol
• 英文别名: [(2S,4S,5S)-5-(2,2-dimethylpropanoyloxy)-2-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxan-4-yl] 2,2-dimethylpropanoate
• CAS: 221278-42-8
• 化学式: C₃₆H₄₄O₇
• 分子量: 588.741
• InChiKey: MVHNLCCYUMGJBC-CHQNGUEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,5-anhydro-6-O-monomethoxytrityl-2,3-bis-O-pivaloyl-4-deoxy-D-glucitol 在 吡啶 、 sodium hydroxide 、 四丁基氟化铵 、 sodium hydride 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 166.0h， 生成 1,5-anhydro-2-(uracil-1-yl)-2,4-dideoxy-D-altritol
  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-2,3-O-bis-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 甲苯 、 乙腈 为溶剂， 反应 49.0h， 生成 1,5-anhydro-6-O-monomethoxytrityl-2,3-bis-O-pivaloyl-4-deoxy-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