183269-46-7

Upstream product

• 951-78-0 2'-deoxyuridine 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 276870-70-3 2-diazo-malonic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester ethyl ester 
• 331942-84-8 N-{1-[4-allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide 
• 331942-80-4 1-[4-allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 
• 276870-67-8 2-diazo-malonic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester methyl ester 
• 276870-65-6 2-diazo-3-oxo-butyric acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

Photoinduced Deoxygenative Borylations of Aliphatic Alcohols

A photochemical method for converting aliphatic alcohols into boronic esters is described. Preactivation of the alcohol as a 2-iodophenyl-thionocarbonate enables a novel Barton–McCombie-type radical deoxygenation that proceeds efficiently with visible light irradiation and without the requirement for a photocatalyst, a radical initiator, or tin or silicon hydrides. The resultant alkyl radical is intercepted by bis(catecholato)diboron, furnishing boronic esters from a diverse range of structurally complex alcohols.

Phosphorus pentachloride promoted gem-dichlorination of 2′- and 3′-deoxynucleosides

Halogen substitution at various positions of canonical nucleosides has generated a number of bioactive structural variants. Herein, the synthesis of two unique series of sugar modified nucleosides bearing a gem-dichloro group is presented. The synthetic plan entails the controlled addition of phosphorus pentachloride to suitably protected 2′- or 3′-ketodeoxynucleoside intermediates as the key step, facilitating the rapid construction of such functionalized molecules. Under the same reaction conditions, the highest chemoselectivity was observed for the formation of 2′,2′-dichloro-2′,3′-dideoxynucleosides, while a competing 2′,3′-elimination process occurred in the case of the 3′,3′-dichloro counterparts.

Deoxyuridine triphosphate nucleotidohydrolase as a potential antiparasitic drug target

This paper describes a structure-activity study to identify novel, small-molecule inhibitors of the enzyme deoxyuridine 5′-triphosphate nucleotidohydrolase (dUTPase) from parasitic protozoa. The successful synthesis of a variety of analogues of dUMP is de

Nucleoside homodimerisation by cross metathesis

The cross metathesis of 3′-allylic analogues of thymidine, 2′-deoxyuridine and 2′-deoxycytidine is used to obtain nucleoside dimers, in which an unsaturated hydrocarbon chain links the 3′ positions of the sugar moieties. The biological activity on HIV inf

Diastereoselective synthesis of α-substituted-γ-butyrolactones of nucleosides via [1,5]-c,h insertion reactions of α-diazomalonates of nucleosides

Diastereoselective and regioselective [1,5]-C,H insertion reactions of 2'-deoxy-3'-diazomalonate nucleosides afforded τ-butyrolactones of nucleosides as chiral synthons for the preparation of 2'-C-branched nucleosides.