methyl (2S,3S,5R)-3-[[(2S,3S,5R)-3-amino-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolane-2-carbonyl]amino]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolane-2-carboxylate | 1030384-71-4

• 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: methyl (2S,3S,5R)-3-[[(2S,3S,5R)-3-amino-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolane-2-carbonyl]amino]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolane-2-carboxylate
• CAS: 1030384-71-4
• 化学式: C₂₁H₂₆N₆O₉
• 分子量: 506.472
• InChiKey: KXQRFOLVDCEJKJ-SAAWNECCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  199
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  methyl (2S,3S,5R)-3-[[(2S,3S,5R)-3-amino-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolane-2-carbonyl]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40%的产率得到
  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
• 作为产物：
  描述：

  methyl (2S,3S,5R)-3-((2S,3S,5R)-3-((tert-butoxycarbonyl)amino)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-carboxamido)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 methyl (2S,3S,5R)-3-[[(2S,3S,5R)-3-amino-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolane-2-carbonyl]amino]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)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.