methyl (2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[[(2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[[(2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]oxolane-2-carbonyl]amino]oxolane-2-carbonyl]amino]oxolane-2-carboxylate | 1030384-72-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl (2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[[(2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[[(2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]oxolane-2-carbonyl]amino]oxolane-2-carbonyl]amino]oxolane-2-carboxylate
• CAS: 1030384-72-5
• 化学式: C₃₆H₄₅N₉O₁₅
• 分子量: 843.805
• InChiKey: NMJVWZOYWITBRE-SSDKNIGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  299
• 氢给体数：
  6
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  methyl (2S,3S,5R)-3-amino-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolane-2-carboxylate 、 (2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[[(2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]oxolane-2-carbonyl]amino]oxolane-2-carboxylic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以55%的产率得到methyl (2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[[(2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[[(2S,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]oxolane-2-carbonyl]amino]oxolane-2-carbonyl]amino]oxolane-2-carboxylate
  参考文献：
  名称：

  Nucleoside derived amino acids (NDA) in foldamer chemistry: synthesis and conformational studies of homooligomers of modified AZT

  摘要：

  Homo short-oligomers of a novel trans-beta-amino acid derived from AZT were synthesized and characterized. These adopt right-handed helical turns with their bases positioned systematically along the helix axis. These studies open up new possibilities for synthesizing nucleoside derived functional foldamers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.001

文献信息

• Nucleoside derived amino acids (NDA) in foldamer chemistry: synthesis and conformational studies of homooligomers of modified AZT
  作者：S. Chandrasekhar、G. Pavan Kumar Reddy、M. Udaya Kiran、Ch. Nagesh、B. Jagadeesh

  DOI：10.1016/j.tetlet.2008.03.001

  日期：2008.4

  Homo short-oligomers of a novel trans-beta-amino acid derived from AZT were synthesized and characterized. These adopt right-handed helical turns with their bases positioned systematically along the helix axis. These studies open up new possibilities for synthesizing nucleoside derived functional foldamers. (C) 2008 Elsevier Ltd. All rights reserved.