1456863-57-2

Upstream product

• 1456863-56-1 1-hydroxymethylphosphol-3-ene 1-oxide 
• 76-83-5 trityl chloride 

Relevant academic research and scientific papers

Novel phosphanucleoside analogs of dideoxynucleosides

The synthesis of modified nucleoside analogs is an attractive area of medicinal research. Here, we have developed a synthetic route leading to a new class of dideoxynucleoside analogs, the phosphanucleosides containing 1-hydroxymethylphospholane 1-oxide rings. The preparation of these compounds consisted of a multistep synthesis of phospholane scaffold using a ring-closing metathesis and stereoselective hydroboration reaction. Subsequent nucleobase construction afforded the phosphanucleosides bearing all four nucleobases. The racemic phosphanucleosides were easily resolved on reverse phase using N-acetyl-L-tryptophan as a derivatizing agent.

A new class of phosphanucleosides containing a 3-hydroxy-1- hydroxymethylphospholane 1-oxide ring

Novel phosphanucleosides containing a 3-hydroxy-1-hydroxymethylphospholane 1-oxide ring were synthesized as compounds with potential biological activity. A double Arbuzov reaction was employed to prepare a phospholene precursor, which was then converted into an epoxide and subsequently into racemic phosphanucleoside via nucleobase construction.