107036-54-4

Upstream product

• 123884-06-0 3'-O-(phenoxythiocarbonyl)-5'-O-tritylthymidine 
• 107036-53-3 3'-O-(1-imidazolylthiocarbonyl)-5'-O-tritylthymidine 
• 1140622-67-8 3'-O-[(propylthio)thiocarbonyl]-5'-O-triphenylmethylthymidine 
• 7791-71-1 5'-O-tritylthymidine 

Downstream Products

• 107036-56-6 2',3'-dideoxy-5-methylcytidine 
• 3416-05-5 3'-Deoxythymidine 
• 107036-55-5 2',3'-dideoxy-5'-O-(tritylribosyl)-5-methyl-4-(1,2,4-triazol-1-yl)pyrimidin-2-one 

Relevant academic research and scientific papers

Protecting groups transfer: Unusual method of removal of tr and TBDMS groups by transetherification

The triphenylmethyl (Tr) group undergoes a transfer (transetherification or disproportionation) between the molecules of 5'-O-Tr-2'-deoxynucleosides in a process mediated by anhydrous sulfates of Cu+2, Fe+2, or Ni+2 to yield mixtures of 3',5'-bis-O-Tr and 3'-O-Tr products. If phenylmethanol is present in a reaction medium, detritylation results with concomitant formation of phenylmethyl triphenylmethyl ether. The behavior of t-butyldimethylsilyl (TBDMS) group in 5'-O-TBDMS-2'-deoxynucleosides is exactly the same. Such type of transetherifications was not observed before for the O-Tr and O-TBDMS groups. Copyright Taylor & Francis Group, LLC.

Facile Synthesis of 3'-O-Methylthymidine and 3'-Deoxythymidine and Related Deoxygenated Thymidine Derivative: A New Method for Selective Deoxygenation of Secondary Hydroxy Groups

This paper deals with convenient synthesis of 3'-O-methylthymidine (2) and 3'-deoxythymidine (3), which involve Ag2O-promoted methylation and Barton-Robins reductive deoxygenation, respectively.New methods for the regioselective 3'- and 5'-deoxygenation of thymidine have also been developed.Namely, compound 3 was synthesized by the 3',5'-O-diacylation of thymidine with phenyl chlorothionoformate (PTCF) followed by the selective 3'-reduction with tributyltin hydride and successive alkaline hydrolysis. 5'-Deoxythymidine (18) was obtained by the 5'-selective acylation of thymidine with PTCF followed by reduction with tributyltin hydride.

Potent Anti-AIDS Drugs. 2',3'-Dideoxycytidine Analogues

5-Substituted 2',3'-dideoxycytidine analogues have been synthesized and evaluated in vitro for their capabilities to protect T4+ lymphocytes from the cytopathic effects of the HTLV-III/LAV (HIV) virus, the causative agent of acquired immunodefi