4-[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-ylsulfanylmethyl]-heptanedioic acid dibenzyl ester | 607390-50-1

• 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: 4-[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-ylsulfanylmethyl]-heptanedioic acid dibenzyl ester
• CAS: 607390-50-1
• 化学式: C₃₁H₃₆N₂O₉S
• 分子量: 612.701
• InChiKey: BCPMGLKFVHKBPI-BBAUSIIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  43.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  157.15
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  4-[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-ylsulfanylmethyl]-heptanedioic acid dibenzyl ester 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 4-[(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-ylsulfanylmethyl]-heptanedioic acid dibenzyl 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'-(4-methoxybenzylthio)uridine 在 N,N-二异丙基乙胺 、 三氟乙酸 、 苯酚 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 4-[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-ylsulfanylmethyl]-heptanedioic acid dibenzyl 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