1,5,:2,3-di-anhydro-6-O-monomethoxytrityl-4-deoxy-D-allitol | 221278-47-3

• 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,:2,3-di-anhydro-6-O-monomethoxytrityl-4-deoxy-D-allitol
• 英文别名: (1S,4S,6R)-4-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]-3,7-dioxabicyclo[4.1.0]heptane
• CAS: 221278-47-3
• 化学式: C₂₆H₂₆O₄
• 分子量: 402.49
• InChiKey: CYJHSIDIFKWWJW-GVAUOCQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5,:2,3-di-anhydro-6-O-monomethoxytrityl-4-deoxy-D-allitol 在 sodium hydroxide 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 56.0h， 生成 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-mannitol
  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：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 1,5,:2,3-di-anhydro-6-O-monomethoxytrityl-4-deoxy-D-allitol
  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