期刊
CHEMICAL & PHARMACEUTICAL BULLETIN
卷 52, 期 12, 页码 1422-1426出版社
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.52.1422
关键词
quinazoline; tri-n-butylphosphine; AdoHcy; S-adenosyl-L-homocysteine
4-Amino-1-(beta-D-ribofuranosyl)quinazolin-2-one (3) was prepared by a direct glycosylation of 4-aminoquinazolin-2-one (7) using the Vorbruggen's silylation method and provided exclusively the beta-anomer. This quinazoline nucleoside and its 2',3'-O-isopropylidene derivative (9) did not undergo the coupling reaction with dialkyl disulfides in the presence of tri-n-butylphosphine unless their 4-amino groups were protected by N,N-dimethyl-aminomethylidene. This approach provides a viable alternative synthetic route to 5'-alkylthio-5'-deoxy nucleosides.
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