197297-89-5

Upstream product

• 162611-11-2 1-[2-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuran-3-ulosyl]uracil 
• 93-97-0 benzoic acid anhydride 
• 90813-54-0 2',5'-bis-O-tert-butyldimethylsilyl-3'-ketouridine 
• 98-88-4 benzoyl chloride 
• 162611-20-3 1-[2-O-(tert-butyldimethylsilyl)-3-C-[(trimethylsilyl)ethynyl]-β-D-ribo-pentofuranosyl]uracil 

Downstream Products

• 197297-91-9 Benzoic acid (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-ethynyl-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester 
• 211113-82-5 Benzoic acid (2S,3S,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester 
• 211113-83-6 Benzoic acid (2S,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester 
• 1054648-13-3 Benzoic acid (3aR,4R,6R,6aR)-6-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-2-thioxo-3a-trimethylsilanylethynyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 211113-86-9 Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester 
• 211113-81-4 Benzoic acid (2S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester 
• 211113-80-3 Benzoic acid (2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester 

Relevant academic research and scientific papers

Nucleosides and nucleotides, 175. Structural requirements of the sugar moiety for the antitumor activities of new nucleoside antimetabolites, 1-(3- C-ethynyl-β-d-ribo-pentofuranosyl)cytosine and -uracil

We previously designed 1-(3-C-ethynyl-β-D-ribo-pentofuranosyl)uracil (EUrd) and its cytosine congener (ECyd) as potential multifunctional antitumor nucleoside antimetabolites. They showed potent and broad-spectrum antitumor activity against various human

Diastereofacial Selective Addition of Ethynylcerium Reagent and Barton-McCombie Reaction as the Key Steps for the Synthesis of C-3′-Ethynylribonucleosides and of C-3′-Ethynyl-2′-deoxyribonucleosides

We describe the preparation of 3′-alkynyluridine 4a and -adenosine 4b and of 3′-alkynyl-2′-deoxyuridine 16a and -adenosine 16b starting from the corresponding nucleosides. The desired stereochemistry of the C-3′ tertiary alcohol was obtained by reaction of an ethynylcerium-lithium reagent on a 3′-ketonucleoside with the hydroxyl group at C-5′ unprotected. The 2′-deoxygenation was performed by a Barton-McCombie reaction under appropriate conditions where the addition of tin hydride to the triple bond was suppressed. Evaluation of the anti-HIV activity of the C-3′ modified nucleosides is reported.