1-[2-deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-3-[3-tert-butyldiphenylsilyloxy-(Z)-prop-1-enyl]-1H-pyrazolo[3,4-d]pyrimidine | 1257322-63-6

• 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: 1-[2-deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-3-[3-tert-butyldiphenylsilyloxy-(Z)-prop-1-enyl]-1H-pyrazolo[3,4-d]pyrimidine
• CAS: 1257322-63-6
• 化学式: C₅₉H₇₀N₆O₆Si
• 分子量: 987.327
• InChiKey: HKANWXQQYWWNCM-NNTUDNNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.65
• 重原子数：
  72.0
• 可旋转键数：
  23.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  125.58
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  1-[2-deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-3-[3-tert-butyldiphenylsilyloxy-(Z)-prop-1-enyl]-1H-pyrazolo[3,4-d]pyrimidine 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以88%的产率得到1-[2'-deoxy-5'-O-(4'',4'''-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-3-[3-tert-butyldiphenylsilyloxy-(Z)-prop-1-enyl]-1H-pyrazolo[3,4-d]pyrimidine 3'-[(2-cyanoethyl) N,N-diisopropylphosphoramidite]
  参考文献：
  名称：

  Hydroxyl-Functionalized DNAs with Different Linkers and Their Complmentary Duplex Stability

  摘要：

  Tert-butyldiphenylsilyl (TBDPS) was testified to be an appropriate orthogonal protecting group for novel 7-hydroxyl-functionalized 8-aza-7-deaza-2'-deoxyadenosine analogues. It was stable in partial and complete hydrogenation reactions used for the different linker preparation. The corresponding phosphoramidites and hydroxyl-functionalized oligodeoxynucleotides were synthesized and identified. The thermal effect of the hydroxyl group with different linkers on DNA duplexes was evaluated. It provided a feasible strategy for the preparation of hydroxyl-functionalized DNAs for the nucleic acid research.

  DOI：

  10.1080/15257770.2010.510124
• 作为产物：
  描述：

  4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-3-[3-tert-butyldiphenylsilyloxy-(Z)-prop-1-enyl]-1H-pyrazolo[3,4-d]pyrimidine 在 吡啶 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 1-[2-deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-3-[3-tert-butyldiphenylsilyloxy-(Z)-prop-1-enyl]-1H-pyrazolo[3,4-d]pyrimidine
  参考文献：
  名称：

  Hydroxyl-Functionalized DNAs with Different Linkers and Their Complmentary Duplex Stability

  摘要：

  Tert-butyldiphenylsilyl (TBDPS) was testified to be an appropriate orthogonal protecting group for novel 7-hydroxyl-functionalized 8-aza-7-deaza-2'-deoxyadenosine analogues. It was stable in partial and complete hydrogenation reactions used for the different linker preparation. The corresponding phosphoramidites and hydroxyl-functionalized oligodeoxynucleotides were synthesized and identified. The thermal effect of the hydroxyl group with different linkers on DNA duplexes was evaluated. It provided a feasible strategy for the preparation of hydroxyl-functionalized DNAs for the nucleic acid research.

  DOI：

  10.1080/15257770.2010.510124