4(R),5(R)-dibenzyloxymethyl-2-(thymin-1-ylmethyl)-1,3-dioxolane | 156386-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4(R),5(R)-dibenzyloxymethyl-2-(thymin-1-ylmethyl)-1,3-dioxolane
• CAS: 156386-43-5
• 化学式: C₂₅H₂₈N₂O₆
• 分子量: 452.507
• InChiKey: LSEKIWBNVBIZJC-FGZHOGPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  33.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  91.78
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4(R),5(R)-dibenzyloxymethyl-2-(thymin-1-ylmethyl)-1,3-dioxolane 在 palladium on activated charcoal 甲酸铵 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以66%的产率得到4(R),5(R)-dihydroxymethyl-2-(thymin-1-ylmethyl)-1,3-dioxolane
  参考文献：
  名称：

  Nucleoside Analogues on the Basis of 4(R),5(R)-Dihydroxymethyl-2-methyl-1,3-dioxolane

  摘要：

  New nucleoside analogues on the basis of 4(R),S(R)-dihydroxymethyl-2-methyl-1, 3-dioxolane have been prepared Alkylation of thymine, adenine and N-2-palmitoyl- guanine with 2-bromomethyl-4(R), 5(R)-dibenzyloxymethyl-1, 3-dioxolane followed by separation of regio isomers by adsorption chromatography and deprotection yielded the desired chiral nucleoside analogues. The structures of thus prepared compounds were confirmed by UV and PMR spectroscopy. The obtained compounds 11 have no anti-HIV and antiherpetic activity and are not cytotoxic.

  DOI：

  10.1080/15257779408013267
• 作为产物：
  描述：

  (+)-1,4-二-O-苄基-D-苏糖醇 在 sodium hydride 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 12.0h， 生成 4(R),5(R)-dibenzyloxymethyl-2-(thymin-1-ylmethyl)-1,3-dioxolane
  参考文献：
  名称：

  Nucleoside Analogues on the Basis of 4(R),5(R)-Dihydroxymethyl-2-methyl-1,3-dioxolane

  摘要：

  New nucleoside analogues on the basis of 4(R),S(R)-dihydroxymethyl-2-methyl-1, 3-dioxolane have been prepared Alkylation of thymine, adenine and N-2-palmitoyl- guanine with 2-bromomethyl-4(R), 5(R)-dibenzyloxymethyl-1, 3-dioxolane followed by separation of regio isomers by adsorption chromatography and deprotection yielded the desired chiral nucleoside analogues. The structures of thus prepared compounds were confirmed by UV and PMR spectroscopy. The obtained compounds 11 have no anti-HIV and antiherpetic activity and are not cytotoxic.

  DOI：

  10.1080/15257779408013267