2,3,7,8,12,13,17,18-Oktaetilporfirinin Etkin Total Sentezi İçin Farklı Bir Yaklaşım

Abstract

Porfirinler biyolojik sistemlerdeki en önemli prostetik gruplar olarak bilinmektedirler. Bu çal mada, 2,3,7,8,12,13,17,18-oktaetilporfirinin sentezi gerçekle tirilmi tir. Bu amaç için ilk önce bir -halojenasyon reaksiyonu ile bütanalden 2-bromobütanal elde edilmi ve yine bütanal, morfolin ile etkile tirilerek 1morfolino-1-büten enamini sentezlenmi tir. 2-bromobutanal ve 1-morfolino-1-büten uygun etkile tirilerek 2,3-dietilsüksinaldehit elde edilmi tir. 2,3-Dietilsüksinaldehitin amonyum karbonat ile reaksiyonu sonucu 3,4-dietilpirol sentezlenmi tir. Total sentezin son basama nda ise 2,3,7,8,12,13,17,18oktaetilporfirin, 3,4-dietilpirol ile sulu formaldehidin asit katalizli kondensasyon reaksiyonu sonucu elde edilmi tir

Keywords

• Enamin
• 3
• 4-dietilpirol
• porfirin

A DIFFERENT APPROACH FOR EFFICIENT TOTAL SYNTHESIS OF 2,3,7,8,12,13,17,18-OCTAETHYLPORPHYRIN

Abstract

The porphyrins are known as one of the most important prosthetic groups in biological systems. In this study, it is aimed to synthesize 2,3,7,8,12,13,17,18-octaethylporphyrin. For this purpose at first 2- bromobutanal was achieved from butanal via -halogenation reaction and also 1-morpholino-1-butene enamine was synthesized from butanal with an interaction of morpholine. 2-bromobutanal and 1-morpholino- 1-butene was reacted in suitable media and obtained 2,3-diethylsuccinaldehyde. 3,4-Diethylpyrrole was synthesized by treating 2,3-diethylsuccinaldehyde with ammonium carbonate. 2,3,7,8,12,13,17,18- Octaethylporphyrin was obtained from an interaction between 3,4-diethylpyrrole and aqueous formaldehyde
under acid catalyzed condensation reaction in the last step of total synthesis.

Keywords

• Enamine
• 3
• 4-diethylpyrrole
• porphyrin