(2R,5R)-5-(2-Benzoylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-3-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester | 646521-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,5R)-5-(2-Benzoylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-3-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester
• CAS: 646521-61-1
• 化学式: C₂₄H₂₄N₄O₆
• 分子量: 464.478
• InChiKey: MZCQEWABEXOKHP-LEAGNCFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  144.85
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2R,5R)-5-(2-Benzoylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-3-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 (2R,4S,5R)-2-(2-amino-4-oxo-3,4-dihydropyrimidin-5-yl)-4-hydroxy-5-hydroxymethyl pyrrolidine
  参考文献：
  名称：

  Pyrrolidino-DNA

  摘要：

  We synthesized pyrrolidino-C-nucleosides, incorporated them into oligodeoxynucleotides and investigated their pairing properties. The thermal duplex and triplex stabilities were measured. While triplex formation is destabilized in the case of pyrrolidino-pseudo-U and -T, pyrrolidino-pseudo-iso-C leads to an increase of the T-m value for third strand dissociation. Duplexes Lire destabilized with all pyrrolidino-C-nucleosides.

  DOI：

  10.1081/ncn-120022832
• 作为产物：
  描述：

  N-(benzyloxycarbonyl)-(4S)-(tert-butyldimethylsilyloxy)-(5R)-(tert-butyldimethylsilyloxymethyl)-aza-2-cyclopenten 在 palladium diacetate 、 三苯胂 、 三乙酰氧基硼氢化钠 、 氟化氢吡啶 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 36.0h， 生成 (2R,5R)-5-(2-Benzoylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-3-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Pyrrolidino-DNA

  摘要：

  We synthesized pyrrolidino-C-nucleosides, incorporated them into oligodeoxynucleotides and investigated their pairing properties. The thermal duplex and triplex stabilities were measured. While triplex formation is destabilized in the case of pyrrolidino-pseudo-U and -T, pyrrolidino-pseudo-iso-C leads to an increase of the T-m value for third strand dissociation. Duplexes Lire destabilized with all pyrrolidino-C-nucleosides.

  DOI：

  10.1081/ncn-120022832