methyl (2S,5R,6R)-6-(2-bromophenyl)-2-(but-2-ynyl)-5-dimethyl-1-(trifluoroacetyl)-1,2,5,6-tetrahydropyridine-2-carboxylate | 952408-64-9

• 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,5R,6R)-6-(2-bromophenyl)-2-(but-2-ynyl)-5-dimethyl-1-(trifluoroacetyl)-1,2,5,6-tetrahydropyridine-2-carboxylate
• 英文别名: methyl (2R,3R,6S)-2-(2-bromophenyl)-6-but-2-ynyl-3-methyl-1-(2,2,2-trifluoroacetyl)-2,3-dihydropyridine-6-carboxylate
• CAS: 952408-64-9
• 化学式: C₂₀H₁₉BrF₃NO₃
• 分子量: 458.275
• InChiKey: BGIVBKIRAXWMRV-NRXGSXMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2S,5R,6R)-6-(2-bromophenyl)-2-(but-2-ynyl)-5-dimethyl-1-(trifluoroacetyl)-1,2,5,6-tetrahydropyridine-2-carboxylate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 4.0h， 以76%的产率得到
  参考文献：
  名称：

  Skeletal Diversity through Radical Cyclization of Tetrahydropyridine Scaffolds

  摘要：

  Suitably functionalized tetrahydropyridines (methyl pipecolates) have been used as conformationally biased templates for radical cyclizations to access benzoisoquinuclidines and linearly fused indenopiperidines. Variation of skeletal types is determined by location of a radical-initiating element.

  DOI：

  10.1021/ol701722z
• 作为产物：
  描述：

  methyl (2R,3R,6R)-2-(2-bromophenyl)-3-methyl-1-(2,2,2-trifluoroacetyl)-3,6-dihydro-2H-pyridine-6-carboxylate 、 1-溴-2-丁炔 在 六甲基磷酰三胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以74%的产率得到methyl (2S,5R,6R)-6-(2-bromophenyl)-2-(but-2-ynyl)-5-dimethyl-1-(trifluoroacetyl)-1,2,5,6-tetrahydropyridine-2-carboxylate
  参考文献：
  名称：

  Skeletal Diversity through Radical Cyclization of Tetrahydropyridine Scaffolds

  摘要：

  Suitably functionalized tetrahydropyridines (methyl pipecolates) have been used as conformationally biased templates for radical cyclizations to access benzoisoquinuclidines and linearly fused indenopiperidines. Variation of skeletal types is determined by location of a radical-initiating element.

  DOI：

  10.1021/ol701722z

文献信息

• Skeletal Diversity through Radical Cyclization of Tetrahydropyridine Scaffolds
  作者：Sivaraman Dandapani、Mihai Duduta、James S. Panek、John A. Porco

  DOI：10.1021/ol701722z

  日期：2007.9.1

  Suitably functionalized tetrahydropyridines (methyl pipecolates) have been used as conformationally biased templates for radical cyclizations to access benzoisoquinuclidines and linearly fused indenopiperidines. Variation of skeletal types is determined by location of a radical-initiating element.