A highly flexible route to 1,2,3,4,5,6-hexahydro-5-hydroxypyrimidin-2-ones as potential hiv protease inhibitors

摘要

The first asymmetric synthesis of potential hiv protease inhibitors of type II,III and IV is described.Key step of te synthesis is an auxiliary based stereselective alkylation by means of the (R)-1-amino-2-methoxymethylpyrrolidine (RAMP)- / (S)-1-amino-2-methoxymethylpyrrolidine (SAMP)-hydrazone method strating from a readily available key building block,pyrimidin2,5-dione (6).The synthesis is short and highly versatile in the choice of the substitutin pattern as well as the absolute configuration of the alkylated 1,2,3,4,5,6-Hexahydro-5-hyoxypyrimidin-2-ones.