1,5,5a,8-tetrahydro-1,3,8,8-tetramethyl-2H-pyrrolo<1,2-e>purine-2,4(3H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1,5,5a,8-tetrahydro-1,3,8,8-tetramethyl-2H-pyrrolo<1,2-e>purine-2,4(3H)-dione
• 英文别名: 1,5,5a,8-Tetrahydro-1,3,8,8-tetramethyl-2h-pyrrolo[1,2-e]purine-2,4(3h)-dione；1,3,8,8-tetramethyl-5,5a-dihydropurino[9,8-a]pyrrole-2,4-dione
• 化学式: C₁₂H₁₆N₄O₂
• 分子量: 248.285
• InChiKey: LAHBWCDVKDHBTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  茶碱 、 2-甲基-3-丁烯-2-醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以8%的产率得到1,5,5a,8-tetrahydro-1,3,8,8-tetramethyl-2H-pyrrolo<1,2-e>purine-2,4(3H)-dione
  参考文献：
  名称：

  Acetylene chemistry, part 32: Alkinylation and cyclic rearrangement of theophylline with unsaturated alcohols by Mitsunobu reaction

  摘要：

  The reaction of theophylline (I) with 2-methyl-3-butyn-2-ol and 1-butyn-3-ol under Mitsunobu conditions gave the respective 9-substituted derivatives 9-[2-(2-methyl-3-butynyl)]-theophylline (2) and 9-[2-(3-butynyl)]-theophylline (3). On reaction with 2-methyl-3-buten-2-ol, theophylline yielded in addition to the 9-[2-(2-methyl-3-butenyl)]-theophylline (4), two more cyclic products, identified as 1,5,5a,8-tetrahydro-1,3,8,8-tetramethyl--2H-pyrrolo[1,2-e]purine-2,4(3H)-dione (5) and 8a,9-dihydro-1,3,6,6-tetramethyl-1H-pyrrolo[2,1-f]purine-2,4(3H, 6H)-dione (7).

  DOI：

  10.1007/bf00811677

文献信息

• Acetylene chemistry, part 32: Alkinylation and cyclic rearrangement of theophylline with unsaturated alcohols by Mitsunobu reaction
  作者：Johannes Reisch、Akkinepalli Raghu Ram Rao、Cyril Odianose Usifoh

  DOI：10.1007/bf00811677

  日期：1994.1

  The reaction of theophylline (I) with 2-methyl-3-butyn-2-ol and 1-butyn-3-ol under Mitsunobu conditions gave the respective 9-substituted derivatives 9-[2-(2-methyl-3-butynyl)]-theophylline (2) and 9-[2-(3-butynyl)]-theophylline (3). On reaction with 2-methyl-3-buten-2-ol, theophylline yielded in addition to the 9-[2-(2-methyl-3-butenyl)]-theophylline (4), two more cyclic products, identified as 1,5,5a,8-tetrahydro-1,3,8,8-tetramethyl--2H-pyrrolo[1,2-e]purine-2,4(3H)-dione (5) and 8a,9-dihydro-1,3,6,6-tetramethyl-1H-pyrrolo[2,1-f]purine-2,4(3H, 6H)-dione (7).