diethyl 2-[(E)-4-ethoxy-4-oxobut-2-enyl]sulfanyl-7-methylindolizine-1,3-dicarboxylate | 1133109-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: diethyl 2-[(E)-4-ethoxy-4-oxobut-2-enyl]sulfanyl-7-methylindolizine-1,3-dicarboxylate
• CAS: 1133109-39-3
• 化学式: C₂₁H₂₅NO₆S
• 分子量: 419.499
• InChiKey: ZFHPPVYSNDOUJO-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-溴巴豆酸乙酯 、 Diethyl 2-(3-ethoxy-3-oxopropyl)sulfanyl-7-methylindolizine-1,3-dicarboxylate 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 diethyl 2-[(Z)-4-ethoxy-4-oxobut-1-enyl]sulfanyl-7-methylindolizine-1,3-dicarboxylate 、 diethyl 2-[(E)-4-ethoxy-4-oxobut-1-enyl]sulfanyl-7-methylindolizine-1,3-dicarboxylate 、 diethyl 2-[(E)-4-ethoxy-4-oxobut-2-enyl]sulfanyl-7-methylindolizine-1,3-dicarboxylate
  参考文献：
  名称：

  First Formation of Thiepino[2,3-b]- and Thiepino[3,2-a]indolizine Derivatives

  摘要：

  The reactions of potassium 1,3-bis(ethoxycarbonyl)indolizine-2-thiolates with ethyl 4-bromocrotonate afforded the corresponding indolizine derivatives having (E)-(3-ethoxycarbonyl-2-propenyl)thio, (E)- and (Z)-(3-ethoxycarbonyl-1-propenyl)thio group at the 2-position. The alkaline treatment of these S-alkylated indolizines gave the title compounds in good yields.

  DOI：

  10.3987/com-08-11536

文献信息

• First Formation of Thiepino[2,3-b]- and Thiepino[3,2-a]indolizine Derivatives
  作者：Akikazu Kakehi、Hidetoshi Isawa、Hiroyuki Suga

  DOI：10.3987/com-08-11536

  日期：——

  The reactions of potassium 1,3-bis(ethoxycarbonyl)indolizine-2-thiolates with ethyl 4-bromocrotonate afforded the corresponding indolizine derivatives having (E)-(3-ethoxycarbonyl-2-propenyl)thio, (E)- and (Z)-(3-ethoxycarbonyl-1-propenyl)thio group at the 2-position. The alkaline treatment of these S-alkylated indolizines gave the title compounds in good yields.