C-nucleoside studies. Part 10. A new synthesis of 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole and its conversion into 4-nitro-3(5)-β-D-ribofuranosylpyrazole
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 2567-2571
- https://doi.org/10.1039/p19800002567
Abstract
1,1-Diethoxy-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)prop-2-yne (12) has been synthesised from 2,3,5-tri-O-benzyl-D-ribofuranose in 52% yield. Acidic hydrolysis followed by reaction with hydrazine affords 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole (1) in 71% yield. Mild methods have been devised for nitration of pyrazole derivatives at C-4, leading to a synthesis of 4-nitro-3(5)-β-D-ribofuranosylpyrazole (3) from (1) in 56% overall yield.This publication has 4 references indexed in Scilit:
- C-nucleoside studies. Part 10. A new synthesis of 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole and its conversion into 4-nitro-3(5)-β-D-ribofuranosylpyrazoleJournal of the Chemical Society, Perkin Transactions 1, 1980
- C-nucleoside studies. Part 8. Synthesis of 3-β-D-arabinofuranosylpyrazole fromD-mannoseJournal of the Chemical Society, Perkin Transactions 1, 1979
- C-nucleoside studies. Part 6. Synthesis of 3-[2,3,5-tri-O-benzyl-β-(and α)-D-ribofuranosyl]prop-2-yn-1-ol and related compounds; a new synthesis of 3(5)-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazoleJournal of the Chemical Society, Perkin Transactions 1, 1977
- BIOSYNTHESIS OF THE PURINES .24. ENZYMATIC SYNTHESIS OF 5-AMINO-1-RIBOSYL-4-IMIDAZOLECARBOXYLIC ACID 5'-PHOSPHATE FROM 5-AMINO-1-RIBOSYLIMIDAZOLE 5'-PHOSPHATE AND CARBON DIOXIDE1959