ethyl 2-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrido[1,2-a]azepine-1-carboxylate | 340020-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 2-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrido[1,2-a]azepine-1-carboxylate
• 英文别名: ethyl 2-hydroxy-4-oxo-7,8,9,10-tetrahydro-6H-pyrido[1,2-a]azepine-1-carboxylate
• CAS: 340020-38-4
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: OCLFLDBOTDVJFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 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：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  α-(hexahydroazepinylidene-2) acetate d'ethyle 、 丙二酰氯 以 甲苯 为溶剂， 反应 1.0h， 生成 ethyl 2-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrido[1,2-a]azepine-1-carboxylate
  参考文献：
  名称：

  Unexpected ring size effect of the annulation reaction of heterocyclic secondary enamines with dicarboxylic acid dichlorides

  摘要：

  Heterocyclic enamines are versatile ambident nucleophilic reagents able to react with both aliphatic and aromatic dicarboxylic acid dichlorides in diverse manners. The reaction outcome was strongly dependent upon the heterocyclic structure of the enamines and the nature of the diacid dichlorides employed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00177-1

文献信息

• Annulation of heterocyclic secondary enamines with dicarboxylic acid dichlorides, an unexpected ring size effect
  作者：Ying Cheng、Hai-Bo Yang、Zhi-Tang Huang、Mei-Xiang Wang

  DOI：10.1016/s0040-4039(00)02357-1

  日期：2001.2

  Under very mild conditions heterocyclic secondary enamines react efficiently with malonyl chloride to produce hydroxylated 2-pyridinone-fused heterocycles. The reactions of enamines with oxalyl chloride, however, afford varied products depending upon the heterocyclic structure of the enamine. Whilst a C-acylated enamine and a lactam-fused heterocycle were obtained from the reaction of the five- and seven-membered heterocyclic enamines, respectively, the six-membered heterocyclic enamine gave 2-oxo-5,6,7,8-tetrahydro-2H-pyrido[3,2-b]. The reaction mechanisms are discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Unexpected ring size effect of the annulation reaction of heterocyclic secondary enamines with dicarboxylic acid dichlorides
  作者：Ying Cheng、Hai-Bo Yang、Mei-Xiang Wang、David J Williams

  DOI：10.1016/s0040-4020(02)00177-1

  日期：2002.4

  Heterocyclic enamines are versatile ambident nucleophilic reagents able to react with both aliphatic and aromatic dicarboxylic acid dichlorides in diverse manners. The reaction outcome was strongly dependent upon the heterocyclic structure of the enamines and the nature of the diacid dichlorides employed. (C) 2002 Elsevier Science Ltd. All rights reserved.