Jmj. Tronchet et al., A NOVEL TYPE OF SPIRONUCLEOSIDES - 2',5'-O-BIS-TBDMS URIDINE-3'-SPIRO-3''-ISOXAZOLIDIN-5''-ONE AND ITS THYMIDINE CONGENER, Nucleosides & nucleotides, 15(1-3), 1996, pp. 337-347
TSAO analogues, 2',5'-O-bis-TBDMS uridine-3'-spiro-3 ''-isoxazolidin-5
''-on (9) and its thymidine congener 10, as well as model spiro sugar
derivatives (3 and 4) have been prepared from the corresponding nitro
nes through a stereospecific tandem nucleophilic attack. Compounds 9 a
nd 10 which are bioisosters of TSAO-U and T respectively but which lac
k an amino group on the spiro ring, were found inactive against both H
IV-1 and HIV-2.