Diethyl 5-Benzyloxy-2-oxopentylphosphonate | 141764-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Diethyl 5-Benzyloxy-2-oxopentylphosphonate
• 英文别名: 1-Diethoxyphosphoryl-5-phenylmethoxypentan-2-one
• CAS: 141764-65-0
• 化学式: C₁₆H₂₅O₅P
• 分子量: 328.345
• InChiKey: ATDIHQIGUYYNIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Diethyl 5-Benzyloxy-2-oxopentylphosphonate 在 platinum(IV) oxide 氢氧化钾 、 氢气 、 sodium acetate 、 间氯过氧苯甲酸 、 三氟乙酸酐 作用下， 以 乙醇 、 水 为溶剂， -15.0~25.0 ℃ 、101.33 kPa 条件下， 反应 7.5h， 生成 trans-1-Benzyl-4-(5-benzyloxy-2-oxopentyl)piperidinecarbonitrile
  参考文献：
  名称：

  Studies on the synthesis of 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones. A short synthetic route to functionalized 8-alkyl derivatives

  摘要：

  Two approaches to 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones are explored. They are based on the cyclization of an alpha-alkyl alpha-aryl ketone upon an iminium salt generated from 2-cyanopiperidine 13 and on the arylation of 8-alkyl-2-azabicyclo[3.3.1]nonan-7-one 20. An efficient, short synthetic route to 8-alkyl-2-azabicyclo[3.3.1]nonan-7-ones, using phosphonate 16 as a 5-functionalized 2-oxopentyl synthon, is reported.

  DOI：

  10.1016/s0040-4020(01)92254-9
• 作为产物：
  描述：

  1-苄氧基-2-碘乙烷 、 丙酮基膦酸二乙酯 在 正丁基锂 、 sodium hydride 作用下， 生成 Diethyl 5-Benzyloxy-2-oxopentylphosphonate
  参考文献：
  名称：

  Studies on the synthesis of 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones. A short synthetic route to functionalized 8-alkyl derivatives

  摘要：

  Two approaches to 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones are explored. They are based on the cyclization of an alpha-alkyl alpha-aryl ketone upon an iminium salt generated from 2-cyanopiperidine 13 and on the arylation of 8-alkyl-2-azabicyclo[3.3.1]nonan-7-one 20. An efficient, short synthetic route to 8-alkyl-2-azabicyclo[3.3.1]nonan-7-ones, using phosphonate 16 as a 5-functionalized 2-oxopentyl synthon, is reported.

  DOI：

  10.1016/s0040-4020(01)92254-9

文献信息

• Studies on the synthesis of 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones. A short synthetic route to functionalized 8-alkyl derivatives
  作者：Josep Bonjoch、Núria Casamitjana、Josefina Quirante、Carmer Garriga、Joan Bosch

  DOI：10.1016/s0040-4020(01)92254-9

  日期：1992.4

  Two approaches to 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones are explored. They are based on the cyclization of an alpha-alkyl alpha-aryl ketone upon an iminium salt generated from 2-cyanopiperidine 13 and on the arylation of 8-alkyl-2-azabicyclo[3.3.1]nonan-7-one 20. An efficient, short synthetic route to 8-alkyl-2-azabicyclo[3.3.1]nonan-7-ones, using phosphonate 16 as a 5-functionalized 2-oxopentyl synthon, is reported.