ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Phase-transfer alkylation of 2,4-dimethoxy-7H-pyrrolo[2,3-d]pyrimidine (2) with ethyl 3-bromopropionate leads regioselectively to ethyl 2,3-dimethoxy-7H-pyrrolo[2,3-d]pyrimidine-7-propionate (3a). After saponification and ether cleavage, the functionalised 7-deazaxanthine 4b was obtained. Reaction of 4b with H2O-soluble carbodiimide resulted in an intramolecular acylation at N(3) with formation of the tricyclic compound 5. Compound 5 - bearing a reactive lactam ring - is an active-site-directed, irreversibly acting inhibitor of xanthine oxidase from cow's milk.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19850680811
Permalink