403985-22-8

Upstream product

• 403985-19-3 4-acetoxy-5-[(2'S)-5'-(2-bromoethyl)-4'-trimethysilyl-1'-oxacyclopent-2'-yl]-2-thyminyl-1-oxacyclopentane 
• 403985-18-2 5-[(2'S)-5'-(2-bromoethyl)-4'-trimethysilyl-1'-oxacyclopent-2'-yl]-4-hydroxy-2-thyminyl-1-oxacyclopentane 
• 403985-20-6 3'-O-acetoxy-5'-C-[(S)-5-bromopent-2-enyl]thymidine 
• 224177-29-1 5-<3'-(2''-bromoethyl)-4'-trimethylsilyl-2'-oxacyclopentyl>-4-t-butyldiphenylsilyloxy-2-thyminyl-1-oxacyclopentane 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 403985-21-7 3'-O-acetoxy-5'-C-[(5'S)-5-bromopent-2-enyl]-5'-O-(dimethyloxytrityl)thymidine 

Relevant academic research and scientific papers

Stereoselective synthesis of (5′S)-5′-C-(5-bromo-2-penten-1-yl)-2′-deoxyribofuranosyl thymine, a new convertible nucleoside

A stereoselective synthesis of (5′S)-5′-C-(5-bromo-2-penten-1-yl)-2′-deoxyribofuranosyl thymine phosphoramidite is described; the absolute stereochemistry of the compound has been determined by X-ray diffraction analysis. This convertible nucleoside has been incorporated into oligodeoxynucleotides (ODNs) and proved to be suitable for post-synthesis conjugation on solid support. When a diamine is tethered, there is no alteration in the pairing properties of the ODNs. Molecular modelling indicates that the substituent is inserted into the minor groove of the duplex.