(2S,3S,4S,5S)-2-((S)-1-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-2-(ethanoyl-oxy)ethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diethanoate | 1104733-94-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S,3S,4S,5S)-2-((S)-1-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-2-(ethanoyl-oxy)ethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diethanoate
• CAS: 1104733-94-9
• 化学式: C₂₇H₃₈N₄O₁₂
• 分子量: 610.618
• InChiKey: DGZJHGRLPCXEPN-WLUSOVMFSA-N

反应信息

• 作为产物：
  描述：

  、 BOC-L-脯氨酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以76 mg的产率得到(2S,3S,4S,5S)-2-((S)-1-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-2-(ethanoyl-oxy)ethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diethanoate
  参考文献：
  名称：

  De Novo Synthetic Route to a Combinatorial Library of Peptidyl Nucleosides

  摘要：

  A stereoselective synthetic route has been developed for the combinatorial synthesis of a structurally unique class of C-4' side chain modified peptide-linked nucleosides. The synthetic strategy and approach involves initial synthesis of a strategically functionalized amino butenolide template, utilizing L-serine as a chiral starting material. Subsequent transformation of the above lactone to C4' aminoalkyl substituted nucleosides, followed by the peptidic coupling of the C4' side chain amine with various amino acids completed the syntheses of the target peptidyl nucleosides. Employing the above route, and utilizing a combination of easily available nucleobases (4) and amino acids (6) as the two diversity elements, synthesis of a 24-member combinatorial library of the title peptide-linked nucleosides has been accomplished.

  DOI：

  10.1080/15257770801944394