Chemical and chemoenzymatic routes to bridged homoarabinofuranosylpyrimidines: Bicyclic AZT analogues

• Sandeep Kumar,
• Jyotirmoy Maity,
• Banty Kumar,
• Sumit Kumar and
• Ashok K. Prasad

Beilstein J. Org. Chem. 2022, 18, 95–101, doi:10.3762/bjoc.18.10

• chemoenzymatic method was found to be superior over the chemical method in respect of the number of synthetic steps and overall yield of the final product. Keywords: bicyclic AZT analogues; bridged homoarabinofuranosylpyrimidine nucleosides; chemical pathway; Lipozyme® TL IM; regioselective enzymatic

• C5′ centre was unaltered in the dimesylated allofuranosyl nucleosides 16a,b or 22a,b and the corresponding bridged homoarabinofuranosylpyrimidine nucleosides 9a,b, whereas we expected an inversion of stereochemistry as it was noticed in earlier literature [30][31]. Depending on this observation, we