Four Step Total Synthesis of an H3 Receptor Antagonist Using Only Tools Found in a Typical Teaching Laboratory

• Catherine J. Smith ^[2] ; Steven J. Mansfield ^[1] ; Edward A. Anderson ^[1] ; Jonathan W. Burton ^[1]
  1. [1] University of Oxford

     University of Oxford

     Oxford District, Reino Unido

     
  2. [2] Hinckley Academy and John Cleveland Sixth Form Centre, United Kingdom
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 96, Nº 1, 2019, págs. 137-142
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • Organic synthesis in a modern research laboratory uses state-of-the-art equipment to provide inert atmospheres, track reaction progress, and facilitate the purification of intermediates. Such facilities are not available in a high school laboratory. In this paper, synthetic organic chemistry is taken back to basics: A four step total synthesis of a potential histamine H3 receptor antagonist is completed by A-level students in a school laboratory using only basic equipment. In addition to its bioactivity, the target molecule was selected on the basis of its potentially crystalline nature, allowing for the purification of intermediates by recrystallization. A synthetic route was developed that could be conducted without the need for inert conditions and with intermediates stable enough to be left from one week to the next, with characterization of intermediates and the target compound carried out by collaboration with researchers and analytical facilities at the University of Oxford (U.K.). By working on the project, students not only developed their practical chemistry and problem solving skills, but also experienced the thrill of discovery that inspires people to be scientists.