3-(benzyloxycarbonyl)-1-(methoxycarbonyl)-5,6-dihydro-2(1H)-pyridone | 190079-68-6

• 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: 3-(benzyloxycarbonyl)-1-(methoxycarbonyl)-5,6-dihydro-2(1H)-pyridone
• 英文别名: 5-O-benzyl 1-O-methyl 6-oxo-2,3-dihydropyridine-1,5-dicarboxylate
• CAS: 190079-68-6
• 化学式: C₁₅H₁₅NO₅
• 分子量: 289.288
• InChiKey: YBEWQMDYFSDWJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(benzyloxycarbonyl)-1-(methoxycarbonyl)-5,6-dihydro-2(1H)-pyridone 在 camphor-10-sulfonic acid 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 cis-8a-(benzyloxycarbonyl)-1,6-dioxo-2-(methoxycarbonyl)-1,2,3,4,4a,5,6,8a-octahudroisoquinoline
  参考文献：
  名称：

  Diels–Alder Reactions of 5,6-Dihydro-2(1H)-pyridones

  摘要：

  The Diels-Alder reaction of achiral 5,6-dihydro-2(1H)-pyridones 12a,b and enantiopure 5,6-dihydro-2(1H)-pyridones 16a,b with a variety of diversely substituted buta-1,3-dienes under thermal or catalytic conditions, to give partially reduced isoquinolones 18-33 and 35-37, is reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00317-3
• 作为产物：
  描述：

  3-(benzyloxycarbonyl)-1-(methoxycarbonyl)-3-(phenylselanyl)-2-piperidone 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到3-(benzyloxycarbonyl)-1-(methoxycarbonyl)-5,6-dihydro-2(1H)-pyridone
  参考文献：
  名称：

  Diels–Alder Reactions of 5,6-Dihydro-2(1H)-pyridones

  摘要：

  The Diels-Alder reaction of achiral 5,6-dihydro-2(1H)-pyridones 12a,b and enantiopure 5,6-dihydro-2(1H)-pyridones 16a,b with a variety of diversely substituted buta-1,3-dienes under thermal or catalytic conditions, to give partially reduced isoquinolones 18-33 and 35-37, is reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00317-3

文献信息

• Generation and Intermolecular Reactions of 2-Indolylacyl Radicals
  作者：M.-Lluïsa Bennasar、Tomàs Roca、Rosa Griera、Joan Bosch

  DOI：10.1021/ol0100576

  日期：2001.5.1

  corresponding phenyl selenoesters, aldehydes, and alpha-keto carboxylic acids and the scope of their participation in intermolecular addition reactions to carbon-carbon double bonds have been studied. Whereas the phenyl selenoester method has provided easy access to a variety of 1,4-dicarbonyl compounds bearing the 2-acylindole moiety, the glyoxylic acid route has been employed for the preparation of 2-indolyl

  已经研究了由相应的苯基硒酸酯，醛和α-酮基羧酸生成2-吲哚基的自由基，以及它们参与分子间加成反应的范围。尽管苯基硒酸酯方法使人们容易接近带有2-酰基环部分的各种1，4-二羰基化合物，但乙醛酸途径已用于制备2-吲哚基吡啶基酮。
• Generation and reactions of 1-(2-indolyl)vinylcopper derivatives with pyridinium salts
  作者：M.-Lluı̈sa Bennasar、Cecı́lia Juan、Tomàs Roca、Manuel Monerris、Joan Bosch

  DOI：10.1016/s0040-4020(01)01065-1

  日期：2001.12

  1-(2-Indolyl)vinylstannane 1b has been transmetallated into both the corresponding HO mixed cyanocuprate and the Cu-catalysed organomagnesium reagent, and the reactivity of these species towards N-alkyl-3-acylpyridinium salts 8 and 17 has been tested.

  1-（2-吲哚基）乙烯基锡烷1b已被金属转移到相应的HO混合氰铜酸盐和Cu催化的有机镁试剂中，并且已经测试了这些物质对N-烷基-3-酰基吡啶鎓盐8和17的反应性。
• Diels-Alder reactions of 5,6-dihydro-2(1H)-pyridones. Preparation of partially reduced cis-isoquinolones and cis-3,4-disubstituted piperidines
  作者：Núria Casamitjana、Angela Jorge、Carles G. Pérez、Joan Bosch、Enric Espinosa、Elies Molins

  DOI：10.1016/s0040-4039(97)00280-3

  日期：1997.3

  The Diels-Alder reactions of 5,6-dihydro-2(1H)-pyridones with a variety of diversely substituted butadienes to give partially reduced isoquinolones is reported. Reductive ozonolysis of the resulting octahydroisoquinolones gave cis-3,4-disubstituted piperidines. (C) 1997 Elsevier Science Ltd.