1,6-dimethyl-4-oxo-1,6,7,8-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester | 65873-33-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 1,6-dimethyl-4-oxo-1,6,7,8-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester
• 英文别名: 4H-Pyrido[1,2-a]pyrimidine-3-carboxylic acid, 1,6,7,8-tetrahydro-1,6-dimethyl-4-oxo-, ethyl ester；ethyl 1,6-dimethyl-4-oxo-7,8-dihydro-6H-pyrido[1,2-a]pyrimidine-3-carboxylate
• CAS: 65873-33-8
• 化学式: C₁₃H₁₈N₂O₃
• 分子量: 250.298
• InChiKey: AEKDFTDASFSIAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,6-dimethyl-4-oxo-1,6,7,8-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester 在 水 作用下， 反应 24.08h， 生成 (6S,9S,9aS)-9a-Ethoxy-9-hydroxy-1,6-dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Crystal and Molecular Structure of a Rimazolium® Decomposition Product.Calculation of Pyramidality of Analogous Cyclic Amides

  摘要：

  The solid state structure of 10 was determined by X-Ray investigations, and stereostructure of 1,6,7,8,9,9a-hexahydro-4H-pyrido [1,2-a]pyrimidin-4-ones were studied by semiempirical quantum chemical calculations at the AM1 level. While 9a-unsubstituted 1-methyl-1,6,7,8,9,9a-hexahydro-4H-pyrido[1,2-a]pyrimidin-4-ones adopt a cis-fused conformation, 9a-ethoxy-1-methyl derivative has a trans-fused conformation to avoid a serious non-bonding interaction between 9a-ethoxy and 1-methyl groups in cis-fused one.

  DOI：

  10.3987/com-97-7919
• 作为产物：
  描述：

  甲硫利马唑 在 sodium hydroxide 作用下， 反应 0.5h， 生成 1,6-dimethyl-4-oxo-1,6,7,8-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Crystal and Molecular Structure of a Rimazolium® Decomposition Product.Calculation of Pyramidality of Analogous Cyclic Amides

  摘要：

  The solid state structure of 10 was determined by X-Ray investigations, and stereostructure of 1,6,7,8,9,9a-hexahydro-4H-pyrido [1,2-a]pyrimidin-4-ones were studied by semiempirical quantum chemical calculations at the AM1 level. While 9a-unsubstituted 1-methyl-1,6,7,8,9,9a-hexahydro-4H-pyrido[1,2-a]pyrimidin-4-ones adopt a cis-fused conformation, 9a-ethoxy-1-methyl derivative has a trans-fused conformation to avoid a serious non-bonding interaction between 9a-ethoxy and 1-methyl groups in cis-fused one.

  DOI：

  10.3987/com-97-7919

文献信息

• Horvath, Gabor; Hermecz, Istvan; Meszaros, Zoltan, Acta Chimica Hungarica, 1986, vol. 122, # 2, p. 135 - 146
  作者：Horvath, Gabor、Hermecz, Istvan、Meszaros, Zoltan、Podanyi, Benjamin、Pusztay, Levente、et al.

  DOI：——

  日期：——
• Crystal and Molecular Structure of a Rimazolium® Decomposition Product.Calculation of Pyramidality of Analogous Cyclic Amides
  作者：Kálmán Simon、Levente Pusztay、Mikló Hanusz、Zsolt Böcskei、Benjamin Podányi、Miklós Fehér、István Hermecz

  DOI：10.3987/com-97-7919

  日期：——

  The solid state structure of 10 was determined by X-Ray investigations, and stereostructure of 1,6,7,8,9,9a-hexahydro-4H-pyrido [1,2-a]pyrimidin-4-ones were studied by semiempirical quantum chemical calculations at the AM1 level. While 9a-unsubstituted 1-methyl-1,6,7,8,9,9a-hexahydro-4H-pyrido[1,2-a]pyrimidin-4-ones adopt a cis-fused conformation, 9a-ethoxy-1-methyl derivative has a trans-fused conformation to avoid a serious non-bonding interaction between 9a-ethoxy and 1-methyl groups in cis-fused one.