654054-82-7

Basic information

• Product Name: (1'S,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone
• Synonyms: (1'S,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone
• CAS NO: 654054-82-7
• Molecular Weight: 553.773
• Mol File: 654054-82-7.mol

Chemical Properties

• CAS DataBase Reference: (1'S,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone(CAS DataBase Reference)
• NIST Chemistry Reference: (1'S,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone(654054-82-7)
• EPA Substance Registry System: (1'S,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone(654054-82-7)

Safety Data

• Hazardous Substances Data: 654054-82-7(Hazardous Substances Data)

Upstream product

• 201536-71-2 1-acetoxy-2,3-dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-D-glycero-pentofuranose 
• 174355-17-0 3-Benzyloxy-2-methyl-1-trimethylsilanyl-1H-pyridin-4-one 
• 61049-69-2 3-O-benzylmaltol 
• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 
• 100-39-0 benzyl bromide 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 201472-26-6 (2R/S,5S)-5-(tert-butyldiphenylsilyloxymethyl)tetrahydrofuran-2-ol 
• 102717-29-3 (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one 
• 61160-18-7 3-benzyloxy-2-methyl-1H-pyridin-4-one 
• 118-71-8 Maltol 

Downstream Products

• 654054-85-0 3-Hydroxy-1-((2S,5S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-methyl-1H-pyridin-4-one 
• 654054-84-9 (1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone 

Relevant articles and documents

Synthesis and antiviral evaluation of cyclic and acyclic 2-methyl-3-hydroxy-4-pyridinone nucleoside derivatives

A series of cyclic and acyclic nucleoside analogues derived from 3-hydroxy-4-pyridinone were synthesized using the Vorbrüggen reaction. Iron chelation studies, and antiviral evaluation against a broad panel of viruses, were performed. The pKa value of ligand 25 and the stability constant of the corresponding iron-(III) complex were compared to those of deferiprone. The pFe3+ values were found to be similar. Some compounds showed moderate activity against both wild-type HSV-1 and HSV-2, as well as against a thymidine kinase deficient strain of HSV-1. These results suggest a novel mode of action for this group of nucleoside analogues.

Synthesis and antiviral evaluation of 3-hydroxy-2-methylpyridin-4-one dideoxynucleoside derivatives

We describe the synthesis and the antiviral evaluation of novel α and β dideoxynucleoside derivatives in which the base has been replaced by a 3-hydroxy-2-methylpyridin-4-one. The syntheses were successfully achieved by the use of the standard Vorbrueggen coupling conditions. Moderate activity of these compounds were found on herpes simplex virus (HSV) type 1 and type 2.