9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one | 908254-92-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one
• 英文别名: Tert-butyl 9-diphenoxyphosphoryloxy-7-oxo-8-azaspiro[4.5]dec-9-ene-8-carboxylate
• CAS: 908254-92-2
• 化学式: C₂₆H₃₀NO₇P
• 分子量: 499.5
• InChiKey: HBGVYPDLDOEHMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one 在 bis-triphenylphosphine-palladium(II) chloride sodium carbonate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 8.5h， 生成 8-(tert-butoxycarbonyl)-9-phenyl-7-(thien-2-yl)-8-azaspiro[4.5]deca-6,9-diene
  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：

  8-(tert-butoxycarbonyl)-7,9-dioxo-8-azaspiro[4.5]decane 、 氯磷酸二苯酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以74%的产率得到9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one
  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.