2,5-anhydro-1-O-benzoyl-3-deoxy-3-(thymin-1-yl)-L-mannitol | 258524-62-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2,5-anhydro-1-O-benzoyl-3-deoxy-3-(thymin-1-yl)-L-mannitol
• CAS: 258524-62-8
• 化学式: C₁₈H₂₀N₂O₇
• 分子量: 376.366
• InChiKey: UVVJDZMGXYGIDD-AJNGGQMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.64
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  130.85
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2,5-anhydro-1-O-benzoyl-3-deoxy-3-(thymin-1-yl)-L-mannitol 在 sodium azide 、 四溴化碳 、 4-甲苯硫酚 、 三苯基膦 、 甲胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.25h， 生成
  参考文献：
  名称：

  One-step synthesis of novel tricyclic isomeric azidonucleosides

  摘要：

  Several tricyclic azido-isonucleosides were formed in high yields by the treatment of pyrimidine isonucleosides with triphenylphosphine, tetrabromomethane, and sodium azide. The regioselective ring opening of these tricyclic azido-isonucleosides was also investigated. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.034
• 作为产物：
  描述：

  2,5-anhydro-6-O-benzoyl-4-deoxy-4-(thymin-1-yl)-L-mannofuranose dimethyl acetal 在 水 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 以97%的产率得到2,5-anhydro-1-O-benzoyl-3-deoxy-3-(thymin-1-yl)-L-mannitol
  参考文献：
  名称：

  Synthesis and Duplex Stabilization of Oligonucleotides Consisting of Isonucleosides

  摘要：

  Novel oligonucleotide analogues built from isonucleosides were synthesized by the phosphoramidite approach on an automated DNA synthesizer. The phosphoramidite building blocks were synthesized by phosphitylation of the corresponding protected isonucleosides. The oligonucleotide analogues C - G containing the isonucleoside 1-3 were studied with respect to their hybridization properties and enzymatic stability. The oligomers bearing an isonucleoside at the end of the strands all proved stable towards snake-venom phosphodiesterase, but only the oligomers D-G exhibit acceptable duplex stability when hybridized with complementary d(A(14)).

  DOI：

  10.1002/(sici)1522-2675(19991110)82:11<2037::aid-hlca2037>3.0.co;2-i