1-[2-(3,4-dihydro-7-methyl-1-naphthalenyl)ethyl]pyrrolidine-2,5-dione | 680190-59-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[2-(3,4-dihydro-7-methyl-1-naphthalenyl)ethyl]pyrrolidine-2,5-dione
• 英文别名: 1-[2-(7-methyl-3,4-dihydronaphthalen-1-yl)ethyl]pyrrolidine-2,5-dione
• CAS: 680190-59-4
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: GCLUVBWDLJSNIB-UHFFFAOYSA-N

物化性质

• 沸点：
  459.4±24.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-[2-(3,4-dihydro-7-methyl-1-naphthalenyl)ethyl]pyrrolidine-2,5-dione 在 palladium on activated charcoal sodium tetrahydroborate 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 10.25h， 生成 5,9,10,10a-tetrahydro-3-methylbenzo[f]pyrrolo[2,1-a]isoquinolin-8(6H)-one
  参考文献：
  名称：

  Alkylation of Pyrrolidine‐2,5‐dione with 2‐(3,4‐Dihydro‐1‐napthalenyl)ethyl‐4‐methylphenylsulphonates: A New and General Approach to 13‐Azaequilenin Analogs

  摘要：

  Pyrrolidine-2,5-dione was N-alkylated with three different 2-(3,4-dihydro-1-napthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding seco-azasteroids which on chemoselective dehydrogenation, reduction with NaBH4 in MeOH at 0degreesC gave the corresponding 5-hydroxy-2-pyrrolidones. Intramolecular cyclization of these 5-hydroxy-2-pyrrolidones afforded the corresponding title compounds.

  DOI：

  10.1081/scc-120027232
• 作为产物：
  描述：

  丁二酰亚胺 、 2-(3,4-dihydro-7-methyl-1-naphthalenyl)ethyl-4-methylphenylsulphonate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以76%的产率得到1-[2-(3,4-dihydro-7-methyl-1-naphthalenyl)ethyl]pyrrolidine-2,5-dione
  参考文献：
  名称：

  Alkylation of Pyrrolidine‐2,5‐dione with 2‐(3,4‐Dihydro‐1‐napthalenyl)ethyl‐4‐methylphenylsulphonates: A New and General Approach to 13‐Azaequilenin Analogs

  摘要：

  Pyrrolidine-2,5-dione was N-alkylated with three different 2-(3,4-dihydro-1-napthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding seco-azasteroids which on chemoselective dehydrogenation, reduction with NaBH4 in MeOH at 0degreesC gave the corresponding 5-hydroxy-2-pyrrolidones. Intramolecular cyclization of these 5-hydroxy-2-pyrrolidones afforded the corresponding title compounds.

  DOI：

  10.1081/scc-120027232

文献信息

• Ramana, M. M. V.; Parihar, J. A.; Jaiswar, M. M., Journal of Chemical Research, Miniprint, 2003, # 12, p. 1249 - 1257
  作者：Ramana, M. M. V.、Parihar, J. A.、Jaiswar, M. M.

  DOI：——

  日期：——
• Alkylation of Pyrrolidine‐2,5‐dione with 2‐(3,4‐Dihydro‐1‐napthalenyl)ethyl‐4‐methylphenylsulphonates: A New and General Approach to 13‐Azaequilenin Analogs
  作者：J. A. Parihar、M. M. V. Ramana

  DOI：10.1081/scc-120027232

  日期：2004.12.31

  Pyrrolidine-2,5-dione was N-alkylated with three different 2-(3,4-dihydro-1-napthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding seco-azasteroids which on chemoselective dehydrogenation, reduction with NaBH4 in MeOH at 0degreesC gave the corresponding 5-hydroxy-2-pyrrolidones. Intramolecular cyclization of these 5-hydroxy-2-pyrrolidones afforded the corresponding title compounds.