SYNTHESIS OF DIDEOXY-BETA-D-GLYCERO-PENT-2-ENOFURANOSYL)THYMINE (D4T STAVUDINE) FROM 5-METHYLURIDINE

Authors
SHIRAGAMI H INEYAMA T UCHIDA Y IZAWA K
Citation
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
Citations number
40
Categorie Soggetti
Biology
Journal title
Nucleosides & nucleotides → ACNP
ISSN journal
07328311
Volume
15
Issue
1-3
Year of publication
1996
Pages
47 - 58
Database
ISI
SICI code
0732-8311(1996)15:1-3<47:SOD(S>2.0.ZU;2-G
Abstract
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.