Direct and efficient synthesis of nucleosides through the ortho-(tert-butylethynyl)phenyl thioglycosides (BEPTs) protocol.

ABSTRACT: Nucleosides are highly biologically relevant compounds, and are widely clinically used as drugs for the treatment of virus/bacteria infections and cancers. However, efficient chemical synthesis of nucleoside is highly difficult due to the low reactivity of nucleobases acceptors, challenging the existing synthetic protocols. Here we show an alternative synthetic protocol with judiciously designed o-(tert-butylethynyl)phenyl thioglycosides (BEPTs) as donors. The protocol is featured by stable glycosylation donors and high efficiency, direct glycosylation without the need for preactivation/silylation of nucleobases, broad substrate scope, capacity in furnishing 2-deoxy-nucleosides, cost efficiency, scalability, and significantly improved reaction speed, and exhibits favorable and profound sol

SUBMITTER: Liu H 

PROVIDER: S-EPMC12491467 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature