1026586-82-2Relevant academic research and scientific papers
Asymmetric synthesis of 1,2,3,4,5,6-hexahydro-5-hydroxypyrimidin-2-ones as potential HIV-protease inhibitors
Enders, Dieter,Wortmann, Lars,Duecker, Barbara,Raabe, Gerhard
, p. 1195 - 1201 (1999)
The first asymmetric synthesis of potential cyclic urea HIV protease inhibitors of Type 2 is reported. The synthesis is short and highly versatile in the choice of the substitution pattern and absolute configuration of the products starting from readily available materials. Nonchiral central building block 5 was synthesized and subsequently asymmetrically alkylated under (R)-/(S)-1-amino-2-(methoxymethyl)pyrrolidine (RAMP/SAMP)-auxiliary control to provide 8a-e. The alkylated ketones then were reduced to the target compounds 9a-e, with good-to-excellent overall yields, as well as diastereoisomeric and enantiomeric purities.
