189307-29-7

Upstream product

• 50-89-5 thymidine 
• 131118-61-1 3'-tert-butyldimethylsilylthymidine 5'-carboxaldehyde 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 108-24-7 acetic anhydride 
• 189307-28-6 1-[(2R,4S,5R)-5-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-hydroxy-butyl}-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 177569-52-7 5'(R)-C-allyl-3'-O-(tert-butyldimethylsilyl)thymidine 
• 40733-26-4 3',5'-O-di(tert-butyldimethylsilyl)thymidine 
• 40733-27-5 3'-O-(t-butyldimethylsilyl)thymidine 

Downstream Products

• 189307-30-0 5'(R)-C-acetoxypropyl-5'-O-(4,4-dimethoxytrityl)thymidine 

Relevant academic research and scientific papers

Synthesis of 5'-C-branched thymidines and conversion to phosphoramidites

Thymidine was converted to its 5'-epoxy derivative, which was reacted with nucleophiles to give 5'-C-aminomethyl-, 5'-C-bromomethyl-, 5'-C- cyanomethyl, and 5'-C-methoxymethylthymidine derivatives with defined stereochemistry. 5'-C-ally-, 5'-C-hydroxymethyl-, 5'-C-hydroxypropyl-, and 5'-C-(imidazole-4-acetamido)methylthymidine derivatives were also prepared. The 5'-C-branched thymidines were converted to the corresponding phosphoramidites.

Synthesis of 5'-C-hydroxyalkylthymidines and their incorporation into oligodeoxynucleotides

5'-C-Hydroxymethyl-, 5'-C-hydroxyethyl, and 5'-C-hydroxypropylthymidine derivatives were prepared through four synthetic routes, which constitute an approach to introduce hydroxyalkyl of different lengths at C5' of thymidine. 5'-C-hydroxymethyl- and 5'-C-hydroxypropylthymidines were converted to the corresponding phosphoramidites and incorporated into oligodeoxynucleotides.