ethyl 1-ethyl-4-(phenylthio)-1,2,3,6-tetrahydro-2-pyridinecarboxylate

• 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: ethyl 1-ethyl-4-(phenylthio)-1,2,3,6-tetrahydro-2-pyridinecarboxylate
• 英文别名: ethyl 1-ethyl-4-phenylsulfanyl-3,6-dihydro-2H-pyridine-2-carboxylate
• 化学式: C₁₆H₂₁NO₂S
• 分子量: 291.414
• InChiKey: CAKNSLXXRLUQCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙醛酸乙酯 、 2-(phenylthio)-1,3-butadiene 、 乙胺盐酸盐 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以80%的产率得到ethyl 1-ethyl-4-(phenylthio)-1,2,3,6-tetrahydro-2-pyridinecarboxylate
  参考文献：
  名称：

  SYNTHESIS OF PIPECOLIC ACID DERIVATIVES VIA AZA–DIELS–ALDER REACTIONS OF THIO-SUBSTITUTED 1,3-BUTADIENES WITH IMINIUM SALTS

  摘要：

  The titled compounds 1a-b were readily prepared by thermal desulfonylation of thio-substituted-3-sulfolenes 2a-b. The Aza-Diels-Alder reactions of 1a-b with iminium salts derived from alkyl or aryl amine hydrochlorides and ethyl glyoxalate gave the pipecolic acid derivatives 3-4 in good yields with complete control of regiochemistry.

  DOI：

  10.1081/scc-120013722

文献信息

• SYNTHESIS OF PIPECOLIC ACID DERIVATIVES VIA AZA–DIELS–ALDER REACTIONS OF THIO-SUBSTITUTED 1,3-BUTADIENES WITH IMINIUM SALTS
  作者：Shang-Shing P. Chou、Chia-Cheng Hung

  DOI：10.1081/scc-120013722

  日期：2002.1.1

  The titled compounds 1a-b were readily prepared by thermal desulfonylation of thio-substituted-3-sulfolenes 2a-b. The Aza-Diels-Alder reactions of 1a-b with iminium salts derived from alkyl or aryl amine hydrochlorides and ethyl glyoxalate gave the pipecolic acid derivatives 3-4 in good yields with complete control of regiochemistry.