SYNTHESES OF FOLIC ACID MODELS, 6-(N-ACYLARYLAMINO)METHYLLUMAZINES

摘要

Folic acid models, 1,3-dimethyl-6-(N-acylarylamino)methyllumazines 9, were synthesized from 6-bromomethyl-1,3-dimethyllumazine (6), which was derived from 5,6-diamino-1,3-dimethyluracil (1) by the condensation with 1,3-dihydroxyacetone, followed by bromination. The bromide 6 was also prepared by the cycloaddition between 3,6,8-trioxo-5,7-dimethyl-5,6,7,8-tetrahydro-3H-pyrimido[5,4-c][1,2,5]oxad iazine (4) and 1-propenyl trimethylsilyl ether followed by bromination. The folic acid models 9 were also directly synthesized from the oxadiazine 4 and 3-(N-acylaryl)amino-1-propenyl trimethylsilyl ether 8 by cycloaddition. [References: 28]