[(1S,3S,4S,7R)-3-(5-methyl-2,4-dioxopyrimidin-1-yl)-7-phenylmethoxy-2-oxa-5-azabicyclo[2.2.1]heptan-1-yl]methyl benzoate | 1160728-82-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(1S,3S,4S,7R)-3-(5-methyl-2,4-dioxopyrimidin-1-yl)-7-phenylmethoxy-2-oxa-5-azabicyclo[2.2.1]heptan-1-yl]methyl benzoate
• CAS: 1160728-82-4
• 化学式: C₂₅H₂₅N₃O₆
• 分子量: 463.49
• InChiKey: PXSLOAOGZWYULC-VTKNMLBTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  111.65
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  [(1S,3S,4S,7R)-3-(5-methyl-2,4-dioxopyrimidin-1-yl)-7-phenylmethoxy-2-oxa-5-azabicyclo[2.2.1]heptan-1-yl]methyl benzoate 在 氨 作用下， 以 甲醇 为溶剂， 反应 42.0h， 以5.29 g的产率得到(1S,3S,4S,7R)-7-benzyloxy-1-hydroxymethyl-3-(thymin-1-yl)-5-aza-2-oxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Parallel RNA-strand recognition by 2′-amino-β-l-LNA

  摘要：

  A short synthetic route to the first beta-L-ribo configured locked nucleic acid (LNA), that is, 2'-amino-beta-L-LNA thymine phosphoramidite 6, has been developed from bicyclic nucleoside 1. Incorporation of 2'-amino-beta-L-LNA thymine monomers into alpha-DNA strands results in probes forming stable duplexes with complementary RNA in parallel orientation. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.079
• 作为产物：
  描述：

  (1S,3S,4S,7R)-7-benzyloxy-1-methanesulfonoxymethyl-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 、 sodium benzoate 在 15-冠醚-5 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 [(1S,3S,4S,7R)-3-(5-methyl-2,4-dioxopyrimidin-1-yl)-7-phenylmethoxy-2-oxa-5-azabicyclo[2.2.1]heptan-1-yl]methyl benzoate
  参考文献：
  名称：

  Parallel RNA-strand recognition by 2′-amino-β-l-LNA

  摘要：

  A short synthetic route to the first beta-L-ribo configured locked nucleic acid (LNA), that is, 2'-amino-beta-L-LNA thymine phosphoramidite 6, has been developed from bicyclic nucleoside 1. Incorporation of 2'-amino-beta-L-LNA thymine monomers into alpha-DNA strands results in probes forming stable duplexes with complementary RNA in parallel orientation. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.079