2,5-anhydro-1-O-benzoyl-3-deoxy-5-O-(dimethoxytrityl)-3-(thymin-1-yl)-L-mannitol | 258524-67-3

• 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: 2,5-anhydro-1-O-benzoyl-3-deoxy-5-O-(dimethoxytrityl)-3-(thymin-1-yl)-L-mannitol
• CAS: 258524-67-3
• 化学式: C₃₉H₃₈N₂O₉
• 分子量: 678.739
• InChiKey: NZSGLFQLGXMIPG-BBACVFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  50.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  138.31
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 2,5-anhydro-1-O-benzoyl-3-deoxy-5-O-(dimethoxytrityl)-3-(thymin-1-yl)-L-mannitol 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到2,5-anhydro-1-O-benzoyl-3-deoxy-5-O-(dimethoxytrityl)-3-(thymin-1-yl)-L-mannitol 4-(2-cyanoethyl diisopropylphosphoramidite)
  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
• 作为产物：
  描述：

  2,5-anhydro-6-O-benzoyl-4-deoxy-4-(thymin-1-yl)-L-mannofuranose dimethyl acetal 在 吡啶 、 水 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 52.0h， 生成 2,5-anhydro-1-O-benzoyl-3-deoxy-5-O-(dimethoxytrityl)-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