Stereoselective synthesis of non symmetric dihydroxyethylene dipeptide isosteres (CROSBI ID 88107)
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Podaci o odgovornosti
Benedetti, Fabio ; Magnan, Monica ; Miertus Stanislav ; Norbedo, Stefano ; Parat, Dijana ; Tossi, Alessandro
engleski
Stereoselective synthesis of non symmetric dihydroxyethylene dipeptide isosteres
(1R, 2R, 3S, 4S)-4-Amino-3-hydroxy-1,2-epoxybutanes, accessible in four steps from L-aminoesters, react regio- and stereoselectively with diethyl aluminum cyanide to give (1R, 2S, 3S, 4S)-4-amino-2,3-dihydroxynitriles. Hydrolysis yields hydroxylactones equivalent to 2,3-dihydroxy-4-aminoacids. The sequence provides a novel approach to dihydroxyethylene isosteres potentially useful for new HIV-protease inhibitors.
HIV protease inhibitors; isosteres; diols
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