5-Ethyl-3,7,8,10-tetramethyl-4a-(4-trifluoromethyl-benzylamino)-5,10-dihydro-4aH-benzo[g]pteridine-2,4-dione | 189245-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 5-Ethyl-3,7,8,10-tetramethyl-4a-(4-trifluoromethyl-benzylamino)-5,10-dihydro-4aH-benzo[g]pteridine-2,4-dione
• 英文别名: 5-Ethyl-3,7,8,10-tetramethyl-4a-[[4-(trifluoromethyl)phenyl]methylamino]benzo[g]pteridine-2,4-dione；5-ethyl-3,7,8,10-tetramethyl-4a-[[4-(trifluoromethyl)phenyl]methylamino]benzo[g]pteridine-2,4-dione
• CAS: 189245-67-8
• 化学式: C₂₄H₂₆F₃N₅O₂
• 分子量: 473.498
• InChiKey: ZDDWZBWHAKGFNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  苄胺 、 5-Ethyl-3,7,8,10-tetramethyl-4a-(4-trifluoromethyl-benzylamino)-5,10-dihydro-4aH-benzo[g]pteridine-2,4-dione 以 乙腈 为溶剂， 以80%的产率得到N-(4-(trifluoromethyl)benzylidene)phenylmethanamine
  参考文献：
  名称：

  Mechanistic and synthetic aspects of amine oxidations promoted by 3-methyl-5-ethyllumiflavinium perchlorate

  摘要：

  Preparative and kinetic aspects of the chemistry of 3-methyl-5-ethyllumiflavinium perchlorate (1) with primary and secondary amines have been investigated. Reactions of 1 with primary and secondary amines leads to rapid production of modestly stable C4a-adducts. The rates of these processes, determined by stopped-flow kinetic methods, parallel amine nucleophilicities. The C4a-adducts undergo benzylamine promoted elimination reactions to produce N-benzylaldimine products with fates that parallel reactivity profiles expected for E(2)-elimination processes. Finally, flavinium salt 1 serves as a catalyst for oxidations of primary and secondary amines under aerobic conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00206-8
• 作为产物：
  描述：

  4-(三氟甲基)苄胺 、 5-ethyl-3-methyllumiflavinium perchlorate 以 乙腈 为溶剂， 以99%的产率得到5-Ethyl-3,7,8,10-tetramethyl-4a-(4-trifluoromethyl-benzylamino)-5,10-dihydro-4aH-benzo[g]pteridine-2,4-dione
  参考文献：
  名称：

  Mechanistic and synthetic aspects of amine oxidations promoted by 3-methyl-5-ethyllumiflavinium perchlorate

  摘要：

  Preparative and kinetic aspects of the chemistry of 3-methyl-5-ethyllumiflavinium perchlorate (1) with primary and secondary amines have been investigated. Reactions of 1 with primary and secondary amines leads to rapid production of modestly stable C4a-adducts. The rates of these processes, determined by stopped-flow kinetic methods, parallel amine nucleophilicities. The C4a-adducts undergo benzylamine promoted elimination reactions to produce N-benzylaldimine products with fates that parallel reactivity profiles expected for E(2)-elimination processes. Finally, flavinium salt 1 serves as a catalyst for oxidations of primary and secondary amines under aerobic conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00206-8

文献信息

• Mechanistic and synthetic aspects of amine oxidations promoted by 3-methyl-5-ethyllumiflavinium perchlorate
  作者：Susan E Hoegy、Patrick S Mariano

  DOI：10.1016/s0040-4020(97)00206-8

  日期：1997.4

  Preparative and kinetic aspects of the chemistry of 3-methyl-5-ethyllumiflavinium perchlorate (1) with primary and secondary amines have been investigated. Reactions of 1 with primary and secondary amines leads to rapid production of modestly stable C4a-adducts. The rates of these processes, determined by stopped-flow kinetic methods, parallel amine nucleophilicities. The C4a-adducts undergo benzylamine promoted elimination reactions to produce N-benzylaldimine products with fates that parallel reactivity profiles expected for E(2)-elimination processes. Finally, flavinium salt 1 serves as a catalyst for oxidations of primary and secondary amines under aerobic conditions. (C) 1997 Elsevier Science Ltd.