134660-10-9

Upstream product

• 134660-06-3 methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 133635-44-6 methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pentofuranoside 

Downstream Products

• 134660-17-6 1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-β-D-threo-pentofuranosyl)thymine 
• 134660-18-7 1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine 
• 114672-74-1 1-(3-deoxy-β-D-threo-pentofuranosyl)thymine 
• 84414-90-4 1-(2,3-dideoxy-α-D-glycero-pent-2-enofuranosyl)thymine 

Relevant academic research and scientific papers

Synthesis of 2'-azido, 2,2'-anhydro and 2',5'-anhydro nucleosides with potential anti-HIV activity

Reaction of methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythro-pentofuranoside (7) with silylated uracils 9 using trimethylsilyl triflate as catalyst afforded the corresponding 2'-bromonucleosides 10. 2,3-Didehydro sugar 8 was prepared by heating 7 with sodium azide in dimethylformamide. 2,2'-Anhydronucleosides 1 were prepared by treating the nucleosides 10 with sodium methoxide at room temperature. 1-(2-Azido-2,3-dideoxy-β-D-threo-pentofuranosyl)thymine (15) and its α-anomer (16) were prepared by treating 10c with sodium azide and subsequently methanolic ammonia. Treatment of 1-(2-bromo-2,3-dideoxy-α-D-erythro-pentofuranosyl)thymine (11c) with excess of sodium methoxide under reflux gave the corresponding 2',5'-anhydro nucleoside 17.