Diethyl 6-benzyl-2-methyl-3-methylidene-[1,4]dioxino[2,3-c]pyrrole-5,7-dicarboxylate | 732311-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: Diethyl 6-benzyl-2-methyl-3-methylidene-[1,4]dioxino[2,3-c]pyrrole-5,7-dicarboxylate
• 英文别名: diethyl 6-benzyl-2-methyl-3-methylidene-[1,4]dioxino[2,3-c]pyrrole-5,7-dicarboxylate
• CAS: 732311-41-0
• 化学式: C₂₁H₂₃NO₆
• 分子量: 385.417
• InChiKey: QSVSXNHEIDWAOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Diethyl 6-benzyl-2-methyl-3-methylidene-[1,4]dioxino[2,3-c]pyrrole-5,7-dicarboxylate 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 18.0h， 生成 3,4[cis-1,2-dimethyl]ethylenedioxypyrrole
  参考文献：
  名称：

  A palladium-catalyzed synthesis of 2-alkylidene-pyrrolo[c]-1,4-dioxanes: synthesis of 3,4-(cis-1,2-dimethyl)ethylenedioxypyrrole

  摘要：

  Palladium-catalyzed cyclization of ethyl-1-benzyl-3.4-dihydroxypyrrole-2,5-dicarboxylate with various propargylic carbonates rendered 2-alkylidenepyrrolo[c]-1,4-dioxane derivatives with excellent yields. Further chemical manipulations of a selected compound led to 3.4-(cis-1,2-dimethyl)ethylenedioxypyrrole in good yield. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.042
• 作为产物：
  描述：

  methyl 1-methyl-2-propynyl carbonate 、 1-苄基-3,4-二羟基-1H-吡咯-2,5-二羧酸二乙酯 在 四(三苯基膦)钯 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以98%的产率得到Diethyl 6-benzyl-2-methyl-3-methylidene-[1,4]dioxino[2,3-c]pyrrole-5,7-dicarboxylate
  参考文献：
  名称：

  A palladium-catalyzed synthesis of 2-alkylidene-pyrrolo[c]-1,4-dioxanes: synthesis of 3,4-(cis-1,2-dimethyl)ethylenedioxypyrrole

  摘要：

  Palladium-catalyzed cyclization of ethyl-1-benzyl-3.4-dihydroxypyrrole-2,5-dicarboxylate with various propargylic carbonates rendered 2-alkylidenepyrrolo[c]-1,4-dioxane derivatives with excellent yields. Further chemical manipulations of a selected compound led to 3.4-(cis-1,2-dimethyl)ethylenedioxypyrrole in good yield. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.042

文献信息

• A palladium-catalyzed synthesis of 2-alkylidene-pyrrolo[c]-1,4-dioxanes: synthesis of 3,4-(cis-1,2-dimethyl)ethylenedioxypyrrole
  作者：Kyukwan Zong、Khalil A Abboud、John R Reynolds

  DOI：10.1016/j.tetlet.2004.04.042

  日期：2004.6

  Palladium-catalyzed cyclization of ethyl-1-benzyl-3.4-dihydroxypyrrole-2,5-dicarboxylate with various propargylic carbonates rendered 2-alkylidenepyrrolo[c]-1,4-dioxane derivatives with excellent yields. Further chemical manipulations of a selected compound led to 3.4-(cis-1,2-dimethyl)ethylenedioxypyrrole in good yield. (C) 2004 Elsevier Ltd. All rights reserved.