25442-44-8

Upstream product

• 42214-24-4 1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-ribopentofuranosyl)thymine 
• 50-89-5 thymidine 
• 76-83-5 trityl chloride 
• 7791-71-1 5'-O-tritylthymidine 

Downstream Products

• 118188-69-5 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine 
• 121336-21-8 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine 
• 50-89-5 thymidine 
• 140676-15-9 C₅₆H₆₁N₅O₉Si 
• 25442-42-6 5'-O-trityl-2,3'-anhydrothymidine 
• 66503-47-7 1-(3-Azido-2,3-dideoxy-5-O-trityl-β-D-threo-pentofuranosyl)thymine 
• 29706-84-1 1-(3-azido-2,3-deoxy-5-O-trityl-β-D-erythro-pentofuranosyl)thymine 
• 14260-82-3 3'-deoxy-3'-iodothymidine 
• 116195-58-5 1-(3'-C-cyano-2',3'-dideoxy-β-D-erythro-pentofuranosyl)thymine 
• 73189-04-5 3'-O-triphenylmethylthymidine 
• 183064-10-0 Acetic acid (2S,3R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-ylmethyl ester 
• 146604-41-3 1-((2R,4R,5S)-4-Hydroxymethyl-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione 
• 164007-66-3 5'-O-Dimethoxytrityl-3'-acetoxymethyl-3'-deoxy-thymidine 
• 164007-67-4 5'-O-dimethoxytrityl-3'-hydroxymethyl-3'-deoxy-thymidine 

Relevant academic research and scientific papers

3′-Bromo analogues of pyrimidine nucleosides as a new class of potent inhibitors of mycobacterium tuberculosis

Tuberculosis (TB) is a major health problem worldwide. We herein report a new class of pyrimidine nucleosides as potent inhibitors of Mycobacterium tuberculosis (M. tuberculosis). Various 2′- or 3′-halogeno derivatives of pyrimidine nucleosides containing uracil, 5-fluorouracil, and thymine bases were synthesized and evaluated for antimycobacterial activities. Among the compounds tested, 3′-bromo-3′-deoxy- arabinofuranosylthymine (33) was the most effective antituberculosis agent in the in vitro assays against wild-type M. tuberculosis strain (H37Ra) (MIC 50 = 1 μg/mL) as well as drug-resistant (H37Rv) (rifampicin-resistant and isoniazid-resistant) strains of M. tuberculosis (MIC50 = 1-2 μg/mL). Compound 33 also inhibited intracellular M. tuberculosis in a human monocytic cell line infected with H37Ra, demonstrating higher activity against intramacrophagic mycobacteria (80% reduction at 10 μg/mL concentration) than extracellular mycobacteria (75% reduction at 10 μg/mL concentration). In contrast, pyrimidine nucleosides possessing 5-fluorouracil base were weak inhibitors of M. tuberculosis. No cytotoxicity was found up to the highest concentration of compounds tested (CC50 > 100-200 μg/mL) against a human cell line. Overall, these encouraging results substantiate the potential of this new class of compounds as promising antituberculosis agents.

Synthesis of 5'-phosphonate linked thymidine deoxyoligonucleotides

5'-Deoxy-5'-phosphonothymidine was synthesized and coupled with 3'-deoxy-3'-hydroxy-methylthymidine to yield a 3'-C-O-P-5' linked thymidine dinucleotide. This dimer as its 3'-phosphoramidite was used to synthesize deoxyoligonucleotides.

Intermolecular Radical C-C Bond Formation: Synthesis of a Novel Dinucleoside Linker for Non-anionic Antisense Oligonucleosides

An efficient, stereoselective synthesis of a thymidine (T) nucleoside dimer (T-3'-CH2-NH-O-5'-T) 1 has been accomplished via an intermolecular radical reaction.The new dimer and methodology is useful for the development of backbone modified antisense oligonucleosides.Key Words: antisense oligonucleotides, nonionic backbone, intermolecular radical reaction