121687-69-2

Upstream product

• 99315-76-1 (5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone 
• 121687-50-1 3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone 
• 121687-53-4 3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentofuranose 
• 121687-54-5 1-O-acetyl-3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-α,β-D-erythro-pentofuranose 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 

Relevant academic research and scientific papers

Synthesis and evaluation of a series of 1-(3-alkyl-2,3-dideoxy-alpha,beta-D-erythro-pentofuranosyl)thymines.

A series of 1-(3-alkyl-2,3-dideoxy-alpha,beta-D-erythro-pentofuranosyl)thymines (3'-alkyl-3'-deoxythymidines) has been prepared from 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-glycero-pent-2- enono-1,4-lactone ((S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-2(5H)- furanone) by Michael addition of the appropriate organocopper reagent, followed by reduction of the lactone, acetylation of the resulting hemiacetal, and trimethylsilyl triflate-catalyzed coupling with 2,4-di-O-(trimethylsilyl)thymine. The protected nucleosides were desilylated by using tetrabutylammonium fluoride to give anomeric mixtures of the free nucleosides. The unsubstituted 2',3'-dideoxynucleoside analog was similarly prepared from 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-glycero-pentono- 1,4-lactone ((S)5-[(tert-butyldiphenylsilyl)-oxymethyl]-dihydro-2(3H)-fu r anone).