Methyl 4-(6-methoxypyridin-2-yl)-2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-4-oxobutanoate | 1092492-28-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Methyl 4-(6-methoxypyridin-2-yl)-2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-4-oxobutanoate
• CAS: 1092492-28-8
• 化学式: C₁₇H₂₄N₂O₆
• 分子量: 352.387
• InChiKey: CNTFIOIULVWYNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 4-(6-methoxypyridin-2-yl)-2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-4-oxobutanoate 在 三氟乙酸 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.08h， 生成
  参考文献：
  名称：

  First Total Synthesis of (±)-3-Hydroxy-11-norcytisine: Structure Confirmation and Biological Characterization

  摘要：

  The first total synthesis of the natural product 3-hydroxy-11-norcytisine (1), structurally related to cytisine (2), a benchmark ligand at neuronal nicotinic acetylcholine receptors (NNRs), has been achieved. The synthesis permits the unambiguous confirmation of the structure originally proposed for 1 and has enabled initial biological characterization of 1 and its related compounds against NNRs.

  DOI：

  10.1021/ol802145b
• 作为产物：
  描述：

  2-溴-6-甲氧基吡啶 、 1-tert-butyl 3-methyl 5-oxopyrrolidine-1,3-dicarboxylate 在 正丁基锂 、 水 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 5.0h， 以55%的产率得到Methyl 4-(6-methoxypyridin-2-yl)-2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-4-oxobutanoate
  参考文献：
  名称：

  First Total Synthesis of (±)-3-Hydroxy-11-norcytisine: Structure Confirmation and Biological Characterization

  摘要：

  The first total synthesis of the natural product 3-hydroxy-11-norcytisine (1), structurally related to cytisine (2), a benchmark ligand at neuronal nicotinic acetylcholine receptors (NNRs), has been achieved. The synthesis permits the unambiguous confirmation of the structure originally proposed for 1 and has enabled initial biological characterization of 1 and its related compounds against NNRs.

  DOI：

  10.1021/ol802145b

文献信息

• First Total Synthesis of (±)-3-Hydroxy-11-norcytisine: Structure Confirmation and Biological Characterization
  作者：Daniel Yohannes、Camilla P. Hansen、Srinivasa Rao Akireddy、Terry A. Hauser、Melanie N. Kiser、Nicholas J. Gurnon、Cynthia S. Day、Balwinder Bhatti、William S. Caldwell

  DOI：10.1021/ol802145b

  日期：2008.12.4

  The first total synthesis of the natural product 3-hydroxy-11-norcytisine (1), structurally related to cytisine (2), a benchmark ligand at neuronal nicotinic acetylcholine receptors (NNRs), has been achieved. The synthesis permits the unambiguous confirmation of the structure originally proposed for 1 and has enabled initial biological characterization of 1 and its related compounds against NNRs.