Silatranyl-nucleosides: transition state analogues for phosphoryl transfer reactions

Bianca R Sculimbrene, Raymond E Decanio, Brandon Peterson, Emily E Muntel, Edward E Fenlon

OnderzoeksoutputAcademicpeer review

15 Citaten (Scopus)

Samenvatting

A novel class of compounds that contain a silatrane moiety attached to or incorporated within a nucleoside is described. These compounds are transition state analogues for phosphoryl transfer reactions and as such have potential antiviral and anticancer properties. The two-step synthesis of 3′-O-(trimethyl)silatranylthymidine (1) in 17% yield is reported. The aqueous half-life of 1 was determined to be 62 h by 1H NMR. The syntheses of three 2′,3′-protected-5′-O-silatranyladenosines in 25–55% yields are also described.
Originele taal-2English
Pagina's (van-tot)4979-4982
Aantal pagina's4
TijdschriftTetrahedron Letters
Volume42
Nummer van het tijdschrift30
DOI's
StatusPublished - 23-jul.-2001
Extern gepubliceerdJa

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