1-(tert-butoxycarbonyl)-4-methyl-2,6-diphenyl-1,4-dihydropyridine | 908255-01-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(tert-butoxycarbonyl)-4-methyl-2,6-diphenyl-1,4-dihydropyridine
• 英文别名: tert-butyl 4-methyl-2,6-diphenyl-4H-pyridine-1-carboxylate
• CAS: 908255-01-6
• 化学式: C₂₃H₂₅NO₂
• 分子量: 347.457
• InChiKey: UTZFTEQKVYHZEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(tert-butoxycarbonyl)-4-methyl-2,6-diphenyl-1,4-dihydropyridine 、 丙酮 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.08h， 以10%的产率得到1-(tert-butoxycarbonyl)-4-methyl-4-(2-hydroxypropan-2-yl)-2,6-diphenyl-1,4-dihydropyridine
  参考文献：
  名称：

  Synthesis and Reactivity of Imide-Derived Bisvinyl Phosphates. Reactivity of 2,6-Disubstituted 1,4-Dihydropyridines

  摘要：

  Symmetrical and unsymmetrical 2,6-disubstituted dihydropyridines were prepared in high yields under mild conditions using the Suzuki and Stille Pd-catalyzed coupling reactions of imide-derived bisvinyl phosphates with a range of aryl, heteroaryl, and alkenyl moieties. The alkylation reaction at C-4 easily afforded original tri- and tetrasubstituted dihydropyridines. Hydrolysis of the latter under acidic condition provided efficiently either open-chain 1,5-diketones or di- or trisubstituted pyridines.

  DOI：

  10.1021/jo0607360
• 作为产物：
  描述：

  1-(tert-butoxycarbonyl)-2,6-dioxopiperidine 在 bis-triphenylphosphine-palladium(II) chloride 正丁基锂 、 sodium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 为溶剂， 反应 19.58h， 生成 1-(tert-butoxycarbonyl)-4-methyl-2,6-diphenyl-1,4-dihydropyridine
  参考文献：
  名称：

  Synthesis and Reactivity of Imide-Derived Bisvinyl Phosphates. Reactivity of 2,6-Disubstituted 1,4-Dihydropyridines

  摘要：

  Symmetrical and unsymmetrical 2,6-disubstituted dihydropyridines were prepared in high yields under mild conditions using the Suzuki and Stille Pd-catalyzed coupling reactions of imide-derived bisvinyl phosphates with a range of aryl, heteroaryl, and alkenyl moieties. The alkylation reaction at C-4 easily afforded original tri- and tetrasubstituted dihydropyridines. Hydrolysis of the latter under acidic condition provided efficiently either open-chain 1,5-diketones or di- or trisubstituted pyridines.

  DOI：

  10.1021/jo0607360

文献信息

• Synthesis and Reactivity of Imide-Derived Bisvinyl Phosphates. Reactivity of 2,6-Disubstituted 1,4-Dihydropyridines
  作者：Deborah Mousset、Isabelle Gillaizeau、Andréa Sabatié,、Pascal Bouyssou、Gérard Coudert

  DOI：10.1021/jo0607360

  日期：2006.8.1

  Symmetrical and unsymmetrical 2,6-disubstituted dihydropyridines were prepared in high yields under mild conditions using the Suzuki and Stille Pd-catalyzed coupling reactions of imide-derived bisvinyl phosphates with a range of aryl, heteroaryl, and alkenyl moieties. The alkylation reaction at C-4 easily afforded original tri- and tetrasubstituted dihydropyridines. Hydrolysis of the latter under acidic condition provided efficiently either open-chain 1,5-diketones or di- or trisubstituted pyridines.