134938-97-9

Upstream product

• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 
• 134700-13-3 3,5-di-O-benzyl-2-deoxy-L-threo-pentose dibenzyl dithioacetal 
• 134700-11-1 3,4-di-O-benzyl-2-deoxy-D-erythro-pentose bisbenzyl dithioacetal 
• 134700-12-2 4-O-benzoyl-3,5-di-O-benzyl-2-deoxy-L-threo-pentose dibenzyl dithioacetal 
• 132487-16-2 methyl 3,5-di-O-benzyl-2-deoxy-D-ribofuranoside 
• 134700-14-4 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-L-threo-pentose dibenzyl dithioacetal 
• 452-51-7 D-2-deoxyribose 

Downstream Products

• 799249-52-8 1-(2-deoxy-4-thio-3,5-di-O-benzyl-α/β-D-erythro-pentofuranosyl)-(5-propyl-6-azauracil) 
• 134967-13-8 (2R,3S)-3-Benzyloxy-2-benzyloxymethyl-5-bromo-tetrahydro-thiophene 
• 134700-25-7 (2R,3S)-5-(benzylthio)-2-(hydroxymethyl)tetrahydrothiophen-3-ol 
• 134700-16-6 3',5'-di-O-benzyl-4'-thiothymidine 
• 457653-17-7 N⁶-benzoyl-9-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-20-2 N⁶-benzoyl-7-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-22-4 N⁶-benzoyl-1-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-18-8 N⁶-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-4-thio-β-D-ribofuranosyl]adenine 
• 457653-07-5 benzyl 2-deoxy-3,5-O-(di-tert-butylsilylene)-1,4-dithio-D-erythro-pentofuranoside 
• 209048-64-6 1-[(2R)-2-deoxy-2-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-β-D-ribofuranosyl]uracil 
• 457653-12-2 1-[(2S)-2-deoxy-2-phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-α-D-ribofuranosyl]uracil 
• 209048-66-8 1-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine 
• 209048-65-7 1-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]uracil 
• 209048-60-2 benzyl 2-deoxy-1,4-dithio-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-erythro-pentofuranoside 

Relevant academic research and scientific papers

Antiviral pyrimidine nucleosides

Pyrimidine 4'-thionucleosides of the formula I STR1 wherein Y is hydroxy or amino, and X is chloro, bromo, iodo, trifluoromethyl, C2-6 alkyl, C2-6 alkenyl, C2-6 haloalkenyl or C2-6 alkynyl and physiologically functional derivatives thereof. These compounds have utility as anti-vital agents.

An improved synthesis of benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro-pentofuranoside, an intermediate in the synthesis of 4'-thionucleosides

Treatment of methyl 3,5-di-O-benzyl-2-deoxy-α,β-D-erythro-pentofuranoside with α-toluenethiol and conc. hydrochloric acid gave 3,5-di-O-benzyl-2-deoxy-D-erythro-pentose dibenzyl dithioacetal (21).Mesylation of 21 and ring closure gave benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-α,β-L-threo-pentofuranoside.Inversion of configuration at C-4 of 21 was achieved by the Mitsunobu reaction, to produce 4-O-benzoyl-3,5-di-O-benzyl-2-deoxy-L-threo-pentose dibenzyl dithioacetal.Successive debenzoylation, mesylation, and ring closure then gave the title compound.Several new dithioacetal derivatives of 2-deoxy-D-erythro-pentose were prepared in exploratory routes to the described thio sugar or as intermediates.