57741-93-2

Upstream product

• 77875-97-9 5-(hex-1-ynyl)-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 693-02-7 hex-1-yne 
• 149798-19-6 3',5'-di-O-trifluoroacetyl-5-iodo-2'-deoxyuridine 
• 54-42-2 5-Iodo-2'-deoxyuridine 
• 77875-97-9 5-Hex-1-ynyl-4-hydroxy-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one 
• 77875-88-8 5-Hexynyl-3',5'-di-O-p-toluyl-2'-deoxyuridine 
• 31356-86-2 1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodouracil 

Downstream Products

• 99606-25-4 5-n-hexyl-2'-deoxyuridine 3',5'-cyclic monophosphate ammonium salt 
• 149798-28-7 5-hexyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 

Relevant academic research and scientific papers

Zwitterionic DNA

As a strategy to make DNA net charge neutral, oligodeoxynucleotides bearing pyrimidine 5-ω-aminohexyl substituents have been synthesized and characterized. The resultant zwitterionic oligomers bind to natural DNA at low ionic strength as well or better th

Nucleic Acid Related Compounds. 39. Efficient Conversion of 5-Iodo to 5-Alkynyl and Derived 5-Substituted Uracil Bases and Nuleosides

Coupling of terminal alkynes with 5-iodo-1-methyl-uracil and 5-iodouracil nucleosides (protected as their p-toluyl esters) proceeded in high yields in the presence of bis(triphenylphosphine)palladium(II) chloride and copper(I)iodide in warm triethylamine.Several of the subsequently deprotected 5-alkynyl-2'-deoxyuridines, including the parent 5-ethynyl-2'-deoxyuridine, had antiviral activity, and their 5'-monophosphates inhibited thymidylate synthetase.Hydrogenation of the 5-alkynyl side chain can be controlled to give (Z)-5-alkenyl- or the saturated 5-alkyl-2'-deoxyuridines.This provides a stereocontrolled route to the known 5-ethyl-and 5-n-hexyl-2'-deoxyuridines as well as (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU).Hydration of the triple bond gave the corresponding uracil-5-alkanone products in favorable cases.