H. Shiragami et al., SYNTHESIS OF DIDEOXY-BETA-D-GLYCERO-PENT-2-ENOFURANOSYL)THYMINE (D4T STAVUDINE) FROM 5-METHYLURIDINE, Nucleosides & nucleotides, 15(1-3), 1996, pp. 47-58
A practical synthetic method of d4T (3) from 5-methyluridine (2a) was
developed. The Marumoto-Mansuri method was modified using 2',3'-O-meth
oxyethylidene-5-methyluridine (10) as an intermediate to afford cetyl-
2-bromo-2-deoxy-beta-D-ribofulanosyl)thymine (6a) in high yield with l
ess formation of by-products. The reaction mechanism was also discusse
d.