5'-O-DMT-2'-deoxy-2'-S-(4-ethoxycarbonylbutyl)uridine | 607390-56-7

• 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: 5'-O-DMT-2'-deoxy-2'-S-(4-ethoxycarbonylbutyl)uridine
• CAS: 607390-56-7
• 化学式: C₃₇H₄₂N₂O₉S
• 分子量: 690.814
• InChiKey: AUKHFSLCAFASEM-QZHIKAOLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  49.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  138.31
• 氢给体数：
  2.0
• 氢受体数：
  11.0

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 、 5'-O-DMT-2'-deoxy-2'-S-(4-ethoxycarbonylbutyl)uridine 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以71%的产率得到5-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylsulfanyl]-pentanoic acid ethyl ester
  参考文献：
  名称：

  Nylon/DNA:  Single-Stranded DNA with a Covalently Stitched Nylon Lining

  摘要：

  The synthesis of DNA/nylon ladder oligomers is described. Three stages of the development are addressed: the synthesis of 2'-beta-substituted phosphoramidites, the deprotection/purification protocols of ODNs modified with both amino and carboxyl groups, and amide bond-forming reactions on the ODNs. The established technology and the novel DNA-based ladder oligomer structure opens a pathway to the synthesis of topological molecular objects and networks templated by DNA through versatile DNA nanotechnology. The DNA-based ladder oligomers may find application in the antisense area.

  DOI：

  10.1021/ja035186r
• 作为产物：
  描述：

  2'-deoxy-2'-mercaptouridine 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 5'-O-DMT-2'-deoxy-2'-S-(4-ethoxycarbonylbutyl)uridine
  参考文献：
  名称：

  Nylon/DNA:  Single-Stranded DNA with a Covalently Stitched Nylon Lining

  摘要：

  The synthesis of DNA/nylon ladder oligomers is described. Three stages of the development are addressed: the synthesis of 2'-beta-substituted phosphoramidites, the deprotection/purification protocols of ODNs modified with both amino and carboxyl groups, and amide bond-forming reactions on the ODNs. The established technology and the novel DNA-based ladder oligomer structure opens a pathway to the synthesis of topological molecular objects and networks templated by DNA through versatile DNA nanotechnology. The DNA-based ladder oligomers may find application in the antisense area.

  DOI：

  10.1021/ja035186r