7-[2'-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite) | 226919-17-1

• 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: 7-[2'-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)
• 英文别名: 7-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)
• CAS: 226919-17-1
• 化学式: C₄₁H₄₈N₅O₇P
• 分子量: 753.835
• InChiKey: HUBDPZKVWDVDMZ-VPJZQFIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  54.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  133.09
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 7-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以72%的产率得到7-[2'-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)
  参考文献：
  名称：

  7-Deaza-2′-deoxyinosine: A Stable Nucleoside with the Ambiguous Base Pairing Properties of 2′-Deoxyinosine

  摘要：

  The base pairing ambiguity of 7-deaza-2'-deoxyinosine (c(7)Id, 2) was studied and was found to be the same as that of 2'-deoxyinosine. The duplex stability decreases in the order [d(c(7)I-C) > d(c(7)I-A) > d(c(7)I-T) > d(c(7)I-G)]. Modified nucleosides were used to probe the various base pair motifs which were the same for dl and c(7)I(d). The 7-deazapurine nucleoside (2) is extremely stable against acid or base. As oligonucleotides can be prepared using phosphoramidite chemistry and DNA is accessible by enzymic polymerisation of the triphosphate of 2, the latter can be used as an universal nucleoside for the sequencing of DNA by chemical degradation and is otherwise a facile substitute of 2'-deoxyinosine when stability in acidic or alkaline solution is required.

  DOI：

  10.1080/15257779908043087