176301-78-3

Upstream product

• 176214-55-4 (4S,5R,4'S)-5-(Bis-benzylsulfanyl-methyl)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] 
• 176214-57-6 4-Nitro-benzoic acid (1S,2S)-1-(2,2-bis-benzylsulfanyl-ethyl)-3-(tert-butyl-diphenyl-silanyloxy)-2-methanesulfonyloxy-propyl ester 
• 176214-56-5 4-Nitro-benzoic acid (1S,2S)-1-(2,2-bis-benzylsulfanyl-ethyl)-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-propyl ester 
• 176214-59-8 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester 
• 168975-26-6 2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 134938-97-9 benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro-pentofuranoside 
• 40733-11-7 L-arabinose dibenzyl dithioacetal 
• 176214-58-7 4-Nitro-benzoic acid (2R,3S)-5-benzylsulfanyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl ester 
• 134700-25-7 (2R,3S)-5-(benzylthio)-2-(hydroxymethyl)tetrahydrothiophen-3-ol 

Relevant academic research and scientific papers

New synthesis of both D- and L-3-O-carbamoyl-2-deoxy-4-thioribosides, substrates for β-selective glycosylations

A new route to intermediates for the synthesis of 2'-deoxy-4'-thionucleosides is described. By utilising enantiomeric erythro-dibenzyldithioacetals, both D- and L-3-O-(N-acyl)carbamoyl thiosugars, which give β-selective glycosylations, are readily produced.

Acyl carbamate directing groups in nucleoside synthesis: Applications in the synthesis of 2′-deoxy-5-ethyl-4′-thiouridine

The use of the 3-O-(N-acyl)carbamoyl directing groups in the synthesis of the potent anti-Herpes virus agent 2′-deoxy-5-ethyl-4′-thio-D-uridine is described. This includes details of experiments to optimise the carbamate substitution and a multi-gram exemplification of the key steps.