Study On The Synthesis Of Abacavir And Quinocetone

PART â… :Abacavir is a carbocyclic nucleoside analogue with inhibitory activity against HIV. Initially, abacavir is phosphorylated intracellularly to its corresponding monophosphate. Abacavir can availability cure AIDS, it can not use only, and can use with other medicine may have better curative effect.(1S,4R)-cis-4-amino-2-cyclopentene-1-methanol is a key intermediate of abacavir. In this thesis, we use2-azabicyclo[2.2.1]hept-5-en-3-one (short for y-lactam) as starting material via alcoholysis at acidity condition, amido protection, deoxidization by NaBH4, hydrolyze at alkalescence condition, split by tartaric acid to get (1S,4R)-4-amino-2-cyclopentene-1-methanol D-tartrate. The total yield is21.2%.N-(2-amino-4,6-dichloro-5-pyrimidinyl)formamide, another key intermediate of abacavir, was synthesized using2,5-diamino-4,6-dihydroxypyrimidine hydrochloride as starting material, via chloridization by Vilsmeier agent and amino protection at the same time, then hydrolysis twice. The total yield is61.6%. The two key intermediates undergo condensate, cyclization by itself, and condensate with cylopropylamine then get the target abacavir.PART â…¡:Quinocetone, a quinolin dioxin-type drugs, can promote growth and improve feed conversion rates. It has the inhibitory action to many kinds of intestinal tract pathogenic bacterias, especially the Gram-negative bacteria.In this article, o-nitro-aniline, as starting material, was oxidated by sodium hypochlorite to obtained Benzofurazan, which yield was up to96.5%. Benzofurazan reacted with acetylacetone under alkaline condition to get3-methyl-2-acetyl-quinoxaline-1,4-dioxide (short for MAQO), which yield was up to81.9%. MAQO reacted with benzaldehyde under alkaline condition to get Quinocetone, which yield was65.2%after recrystallization.This method to synthesis Quinocetone was convenient for simple experiments, raw materials availability and high yields. The total yield is51.5%.