1259874-82-2

Upstream product

• 1031809-76-3 O^5'-tert-butyldimethylsilyl-N⁶,N⁶,O^2',O^3'-tetrabenzoyladenosine 
• 58463-04-0 N6,N6,2'-O,3'-O-tetrabenzoyladenosine 
• 60190-78-5 methyl 2-diazo-2-(dimethoxyphosphoryl)acetate 
• 69530-93-4 5'-(O-tert-butyldimethylsilyl)adenosine 
• 58-61-7 adenosine 
• 5927-18-4 trimethyl phosphonoacetate 

Downstream Products

• 1260067-80-8 C₁₉H₂₀N₅O₁₀P 

Relevant academic research and scientific papers

Development of O-H insertion for the attachment of phosphonates to nucleosides; Synthesis of α-carboxy phosphononucleosides

Development of rhodium catalysed O-H insertion reactions employing α-diazophosphonates with appropriately protected adenosine, uridine and thymidine derivatives is described. This synthetic methodology leads, following deprotection, to novel phosphononucl

Design and synthesis of α-carboxy phosphononucleosides

Rhodium catalyzed O-H insertion reactions employing α- diazophosphonate 20 with appropriately protected thymidine, uridine, cytosine, adenosine and guanosine derivatives leads to novel 5′-phosphononucleoside derivatives. Deprotection led to a novel series of phosphono derivatives bearing a carboxylic acid moiety adjacent to the phosphonate group with potential antiviral and/or anticancer activity. The phosphononucleosides bearing an α-carboxylic acid group are envisaged as potential diphosphate mimics. Conversion to mono- and diphosphorylated phosphononucleosides has been effected for evaluation as nucleoside triphosphate mimics. Most of the novel phosphononucleosides proved to be inactive against a variety of DNA and RNA viruses. Only the phosphono AZT derivatives 56-59 showed weak activity against HIV-1 and HIV-2.