3-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[1,2-a]pyrazine-9-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[1,2-a]pyrazine-9-carboxylic acid methyl ester
• 英文别名: Methyl 3-oxo-1,2,4,6,7,8-hexahydropyrido[1,2-a]pyrazine-9-carboxylate；methyl 3-oxo-1,2,4,6,7,8-hexahydropyrido[1,2-a]pyrazine-9-carboxylate
• 化学式: C₁₀H₁₄N₂O₃
• 分子量: 210.233
• InChiKey: UNUHPXMNBUQNFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-Bromo-N-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-acetamide 在 四丁基碘化铵 jones reagent 、 4 A molecular sieve 、 sodium carbonate 作用下， 以 乙醚 、 丙酮 、 乙腈 为溶剂， 反应 0.5h， 生成 3-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[1,2-a]pyrazine-9-carboxylic acid methyl ester
  参考文献：
  名称：

  A sequential reaction process to assemble polysubstituted indolizidines, quinolizidines and quinolizidine analogues

  摘要：

  The omega-iodo-alpha,beta-alkynoates and their ketone, sulfone or phosphonate analogues react with delta-chloropropylamines in MeCN assisted with K2CO3 to undergo a sequential S(N)2/Michael addition/S(N)2/S(N)2 reaction process, giving polysubstituted indolizidines or quinolizidines in good to excellent yields. This sequential reaction process is also compatible with three other substituted alpha,beta-alkynoates, affording quinolizidine analogues in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.068

文献信息

• A sequential reaction process to assemble polysubstituted indolizidines, quinolizidines and quinolizidine analogues
  作者：Guorong Cai、Wei Zhu、Dawei Ma

  DOI：10.1016/j.tet.2006.03.068

  日期：2006.6

  The omega-iodo-alpha,beta-alkynoates and their ketone, sulfone or phosphonate analogues react with delta-chloropropylamines in MeCN assisted with K2CO3 to undergo a sequential S(N)2/Michael addition/S(N)2/S(N)2 reaction process, giving polysubstituted indolizidines or quinolizidines in good to excellent yields. This sequential reaction process is also compatible with three other substituted alpha,beta-alkynoates, affording quinolizidine analogues in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.