A New Synthesis of 5-Amino-1-(β-D-ribofuranosyl)imidazole-4-carboxamide (AICA Riboside) via the Reduction of 1-(β-D-Ribofuranosyl)-5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamide (DIC Riboside)
✍ Scribed by Panzica, Raymond; Townsend, Leroy
- Book ID
- 127334805
- Publisher
- American Chemical Society
- Year
- 1971
- Tongue
- English
- Weight
- 446 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
Metallation of 5-ethynyl-1-(2,3,5-tri-O-terf-butyldimethylsilyl-~-~-ribof~anosyl)imidazole-4-carboxamide (1) using n-BuLi, deuteration with deuterium oxide and removal of the fertbutyldimethylsilyl protecting groups using tetrabutylammonium fluroide yielded [2-'H]-5ethynyl-1 -(~-D-ribofi1ranosyl)imi
Reaction of dimethylamine 14C with a four-fold molar excess of 5-diazoimidazole-4-carboxamide in methanol followed by column chromatography of the product on basic a1 umina afforded 5-3,3-dimethyl-4C-l-triazeno)imi datole-4-carboxamide in 70-75% yield and greater than 99.9% radiochemical purity. The