YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Pyrimidine Derivatives and Related Compounds. XI. : Synthesis of Bucolome's Related Compounds. (6)
SHIGEO SENDAKOSAKU HIROTA
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1971 Volume 91 Issue 12 Pages 1367-1371

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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).
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