5-(Diethoxy-phosphoryl)-2-isopropyl-4-oxo-piperidine-1-carboxylic acid phenyl ester | 357613-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 5-(Diethoxy-phosphoryl)-2-isopropyl-4-oxo-piperidine-1-carboxylic acid phenyl ester
• 英文别名: Phenyl 5-diethoxyphosphoryl-4-oxo-2-propan-2-ylpiperidine-1-carboxylate
• CAS: 357613-95-7
• 化学式: C₁₉H₂₈NO₆P
• 分子量: 397.408
• InChiKey: AEYPBZPUIQBOSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 5-(Diethoxy-phosphoryl)-2-isopropyl-4-oxo-piperidine-1-carboxylic acid phenyl ester 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到2-Isopropyl-4-oxo-5-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid phenyl ester
  参考文献：
  名称：

  Inter- and intramolecular Horner–Wadsworth–Emmons reactions of 5-(diethoxyphosphoryl)-1-acyl-2-alkyl(aryl)-2,3-dihydro-4-pyridones

  摘要：

  Dihydropyridones of the type I were converted to their C-5 alkylidene derivatives 2 by a reaction sequence involving phosphorylation, conjugate reduction or addition to provide piperidones 4, and then olefination via a Horner-Wadsworth-Emmons reaction. An intramolecular version of this method was used to prepare trans-bicyclic enone 13. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00690-6
• 作为产物：
  描述：

  5-(Diethoxy-phosphoryl)-2-isopropyl-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester 在 potassium tri-sec-butyl-borohydride 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到5-(Diethoxy-phosphoryl)-2-isopropyl-4-oxo-piperidine-1-carboxylic acid phenyl ester
  参考文献：
  名称：

  Inter- and intramolecular Horner–Wadsworth–Emmons reactions of 5-(diethoxyphosphoryl)-1-acyl-2-alkyl(aryl)-2,3-dihydro-4-pyridones

  摘要：

  Dihydropyridones of the type I were converted to their C-5 alkylidene derivatives 2 by a reaction sequence involving phosphorylation, conjugate reduction or addition to provide piperidones 4, and then olefination via a Horner-Wadsworth-Emmons reaction. An intramolecular version of this method was used to prepare trans-bicyclic enone 13. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00690-6