130745-31-2

Upstream product

• 130745-27-6 2,2'-anhydro-1-(5-O-tert-butyldiphenylsilyl-β-D-arabinofuranosyl)-6-methyluracil 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 42188-32-9 (3aS)-3c-hydroxy-2t-hydroxymethyl-8-methyl-(3ar,9ac)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one 

Downstream Products

• 130745-28-7 1-(5-O-tert-butyldiphenylsilyl-β-D-arabinofuranosyl)-6-methyluracil 
• 130745-29-8 1-(5-O-tert-butyldiphenylsilyl-2,3-O-diphenoxythiocarbonyl-β-D-arabinofuranosyl)-6-methyluracil 
• 130745-30-1 1-(5-O-tert-butyldiphenylsilyl-2,3-didehydro-2,3-dideoxy-β-D-pentofuranosyl)-6-methyluracil 

Relevant academic research and scientific papers

SYNTHESIS OF 3'-AZIDO-2',3'-DIDEOXY-6-METHYLURIDINE, 2',3'-DIDEOXY-6-METHYLURIDINE AND 2',3'-DIDEOXY-2',3'-DIDEHYDRO-6-METHYLURIDINE

3'-Azido-2',3'-dideoxy-6-methyluridine (VIb) was prepared, together with its N3-isomer VIIb, by opening the 2,3'-bond in anhydronucleoside III with lithium azide in dimethylformamide and subsequent detritylation.The anhydro derivative III was synthesized from 2'-deoxy-6-methyl-uridine (I) by tritylation, mesylation and closure of the 2,3'-anhydro bond with 1,8-diazabicycloundec-7-ene.Dideoxy derivative XV was prepared by Barton deoxygenation of phenoxythiocarbonyl derivative IX followed by desilylation with tetrabutylammonium fluoride.Reduction of bis(phenoxythiocarbonyl) derivative XV with tributyltin hydride afforded 2',3'-dideoxy-2',3'-didehydro derivative XVI.The compound XV was obtained from arabinosyl derivative XIII which arises, along with 5,6-dihydro derivative XIV, by reaction of anhydronucleoside XII with lithium hydroxide in aqueous methanol.Desilylation of compound XVI with tetrabutylammonium fluoride resulted in quantitative removal of 6-methyluracil.