A synthesis of 3′-α-fluoro-2′,3′-dideoxyadenosine via a bromine rearrangement during fluorination with MOST reagent

Add time:08/08/2019    Source:sciencedirect.com

A facile method for the synthesis of 3′-α-fluoro-2′,3′-dideoxyadenosine 6 has been developed. Fluorination of 5′-O-acetyl-3′-β-bromo-3′-deoxyadenosine 3 with MOST gave 2′-β-bromo-3′-α-fluoro-2′,3′-dideoxyadenosine 4 via a rearrangement of the 3′-β-bromine to the 2′-β position during 3′-α fluorination. The 2′-β bromine was reduced by radical reduction and then the 5′-O-acetyl group was removed to afford 3′-α-fluoro-2′,3′-dideoxyadenosine 6 in good yield. A possible mechanism for the rearrangement is discussed.

We also recommend Trading Suppliers and Manufacturers of 2'-fluoro-2',3'-dideoxyadenosine (cas 110143-05-0). Pls Click Website Link as below: cas 110143-05-0 suppliers

Prev:Enhancement of the second-order hyperpolarizability of a stilbene dye by molecular interactions
Next:Determination of 2′-β-fluoro-2′,3′-dideoxyadenosine, an experimental anti-AIDS drug, in human plasma by high-performance liquid chromatography)