Abstract
The present work was undertaken in order to synthesize compounds related to bucolome (I) in which an amino and a carboxyl group were substituted in the γ-position of the butyl group in its 5-position. The Bucherer reaction of 5-(3-oxobutyl) barbituric acid derivatives (III and IV) gave the intermediate hydantoin compounds (V and VI) but not the amino acid derivatives from their hydrolysis. The Strecker reaction of III gave 5-(3-amino-3-carboxybutyl)-1-cyclohexylbarbituric acid (VII), with pyrimido [4, 5-b] oxepin derivative (VIII) as a by-product. The Strecker reaction of IV afforded 5-(3-carboxy-3-hydroxybutyl)-1, 3-dicyclohexylbarbituric acid (XIII) and a spirobarbituric acid derivative (XIV).