ethyl 1-(4-chlorophenyl)-5-((Z)-3-(4-chlorophenyl)-1-hydroxyallylidene)-4-(ethylthio)-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carboxylate | 1262340-49-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: ethyl 1-(4-chlorophenyl)-5-((Z)-3-(4-chlorophenyl)-1-hydroxyallylidene)-4-(ethylthio)-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carboxylate
• 英文别名: ethyl (5E)-1-(4-chlorophenyl)-5-[(E)-3-(4-chlorophenyl)-1-hydroxyprop-2-enylidene]-4-ethylsulfanyl-2,6-dioxopyridine-3-carboxylate
• CAS: 1262340-49-7
• 化学式: C₂₅H₂₁Cl₂NO₅S
• 分子量: 518.417
• InChiKey: UMRDBCGJSZGLFK-WNSFSLKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  diethyl 2-((2E,4E)-5-(4-chlorophenyl)-2-(4-chlorophenylcarbamoyl)-1-(ethylthio)-3-hydroxypenta-2,4-dienylidene)malonate 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以83%的产率得到ethyl 1-(4-chlorophenyl)-5-((Z)-3-(4-chlorophenyl)-1-hydroxyallylidene)-4-(ethylthio)-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  Efficient synthesis of highly functionalized vinylogous thiol esters

  摘要：

  A series of vinylogous thiol esters 2,3 and 2,6-dioxo-1,2,5,6-tetrahydropyridines (cyclic vinylogous thiol esters) 4 were prepared in high to excellent yields from the tandem reaction of readily available alpha-alkenoylketene diethylthioacetals 1 and diethyl malonate. A plausible mechanism, which involves a base catalyzed retro-Michael ring opening of cyclohexanenes 2 to give vinylogous thiol ester 3, is disclosed. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.129

文献信息

• Efficient synthesis of highly functionalized vinylogous thiol esters
  作者：Jinglin Liu、Xianxiu Xu、Dongwei Li、Lei Zhang、Kun Zhang、Qun Liu

  DOI：10.1016/j.tetlet.2010.10.129

  日期：2010.12

  A series of vinylogous thiol esters 2,3 and 2,6-dioxo-1,2,5,6-tetrahydropyridines (cyclic vinylogous thiol esters) 4 were prepared in high to excellent yields from the tandem reaction of readily available alpha-alkenoylketene diethylthioacetals 1 and diethyl malonate. A plausible mechanism, which involves a base catalyzed retro-Michael ring opening of cyclohexanenes 2 to give vinylogous thiol ester 3, is disclosed. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.