tert-butyl (((benzyloxy)carbonyl)oxy)(((2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl)carbamate | 603990-55-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 2 '，5'-二脱氧核苷
• 英文名称: tert-butyl (((benzyloxy)carbonyl)oxy)(((2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl)carbamate
• CAS: 603990-55-2
• 化学式: C₂₃H₂₉N₃O₉
• 分子量: 491.498
• InChiKey: HBFREAKXTILFFV-RCCFBDPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  35.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  149.39
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (((benzyloxy)carbonyl)oxy)(((2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl)carbamate 在 palladium on activated charcoal 氢气 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以94%的产率得到1-((2R,4S,5R)-4-Hydroxy-5-hydroxyaminomethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of dinucleotides containing nitrone, hydroxylamine and amidoxime linkages

  摘要：

  new thymidine dinucleotides with nitrone, hydroxylamine and amidoxime backbone linkages, suitable for incorporation into oligonucleotide chains, were easily synthesized, by coupling of readily available thymidine monomers and applying short, simple and efficient procedures. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01355-8
• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)-O-(benzyloxycarbonyl)hydroxylamine 、 beta-胸苷 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以47%的产率得到tert-butyl (((benzyloxy)carbonyl)oxy)(((2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl)carbamate
  参考文献：
  名称：

  Synthesis of dinucleotides containing nitrone, hydroxylamine and amidoxime linkages

  摘要：

  new thymidine dinucleotides with nitrone, hydroxylamine and amidoxime backbone linkages, suitable for incorporation into oligonucleotide chains, were easily synthesized, by coupling of readily available thymidine monomers and applying short, simple and efficient procedures. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01355-8