4'-(3'',5''-di-O-(2-tetrahydro-2H-pyranyl)-2''-deoxy-β-D-ribofuranosyl)-4-(Fmoc-amino)biphenyl | 912818-54-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 4'-(3'',5''-di-O-(2-tetrahydro-2H-pyranyl)-2''-deoxy-β-D-ribofuranosyl)-4-(Fmoc-amino)biphenyl
• CAS: 912818-54-3
• 化学式: C₄₂H₄₅NO₇
• 分子量: 675.822
• InChiKey: ZWFQVFCXTXPUKY-WHRDDILTSA-N

反应信息

• 作为反应物：
  描述：

  4'-(3'',5''-di-O-(2-tetrahydro-2H-pyranyl)-2''-deoxy-β-D-ribofuranosyl)-4-(Fmoc-amino)biphenyl 在 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 4'-(2''-deoxy-β-D-ribofuranosyl)-4-(Fmoc-amino)biphenyl
  参考文献：
  名称：

  Synthesis of functionalized biphenyl-C-nucleosides and their incorporation into oligodeoxynucleotides

  摘要：

  We describe the synthesis of eight novel C-nucleosides in which the nucleobases are replaced by biphenyl residues that carry one or two electron donor (-OCH3,-NH2) or acceptor (-NO2) functional groups in the distal ring. These C-nucleosides were synthesized convergently and in high yields from a common bromophenyl-C-nucleoside precursor via Suzuki coupling with the respective boronic acids or esters. These nucleosides were subsequently converted into the corresponding phosphoramidite building blocks and efficiently incorporated into oligodeoxynucleotides by standard phosphoramidite chemistry. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.072
• 作为产物：
  描述：

  、 氯甲酸-9-芴基甲酯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以489 mg的产率得到4'-(3'',5''-di-O-(2-tetrahydro-2H-pyranyl)-2''-deoxy-β-D-ribofuranosyl)-4-(Fmoc-amino)biphenyl
  参考文献：
  名称：

  Synthesis of functionalized biphenyl-C-nucleosides and their incorporation into oligodeoxynucleotides

  摘要：

  We describe the synthesis of eight novel C-nucleosides in which the nucleobases are replaced by biphenyl residues that carry one or two electron donor (-OCH3,-NH2) or acceptor (-NO2) functional groups in the distal ring. These C-nucleosides were synthesized convergently and in high yields from a common bromophenyl-C-nucleoside precursor via Suzuki coupling with the respective boronic acids or esters. These nucleosides were subsequently converted into the corresponding phosphoramidite building blocks and efficiently incorporated into oligodeoxynucleotides by standard phosphoramidite chemistry. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.072