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Original scientific paper

The Synthesis of Some Optically Active 5,6-Dihydrouracils

D. Keglević ; Tracer Laboratory, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
A. Kornhauser ; Tracer Laboratory, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia


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Abstract

From L-B-amino-d-methyl-hexanoic acid (L-B-homoleucine, la) some in 6-position optically active 5,6-dihydrouracils (IVa-e) were prepared via the corresponding B-ureido esters (IIIa-e). Several methods were tried and the preferable conditions for the retention of optical activity studied. By two ways it was shown that no loss of optical activity during reaction stages I-IV occured: a) alkaline hydrolysis performed on IVa-c gave B-ureido acids (Va-e) which could be converted in dihydrouracils having the same optical .activity; b) acid hydrolysis of !Ia yielded the optically unchanged B-homoleucine (la).

Keywords

Hrčak ID:

245256

URI

https://hrcak.srce.hr/245256

Publication date:

24.9.1959.

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