Synthesis of guanosine and its derivatives from 5-amino-l- -D-ribofuranosyl-4-imidazolecarboxamide. IV. A new route to guanosine via cyanamide derivative
Open Access
- 1 January 1976
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 3 (1) , 251-260
- https://doi.org/10.1093/nar/3.1.251
Abstract
4-Cyanamido-5-imidazolecarboxamide (VI) was prepared by brief treatment of 5-(S-methylisothiocarbamoyl)amino-4-imidazolecarboxamide (V) with alkali. Compound VI was converted in an alkaline solution to either guanine (VII) or isoguanine (VIII), depending on the concentration of alkali. This procedure was applied to the synthesis of 2′, 3′-O-isopropylideneguanosine (XVI) from the riboside of 5-(N′-benzoyl-S-methylthiocarbamoyl)amino-4-imidazole-carboxamide (IX), providing a new route to XVIKeywords
This publication has 3 references indexed in Scilit:
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- Synthesis of guanosine and its derivatives from 5-amino-1-(.beta.-D-ribofuranosyl)-4-imidazolecarboxamide. I. Ring closure with benzoyl isothiocyanateThe Journal of Organic Chemistry, 1967
- A NEW AND CONVENIENT SYNTHESIS OF 4-AMINO-5-IMIDAZOLECARBOXAMIDEJournal of Biological Chemistry, 1949