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Synthesis and properties of Β-(1-uracilyl)-α-hydroxypropionic acid derivatives

✍ Scribed by R. A. Paégle; I. Zh. Lulle; S. E. Poritere; M. Yu. Lidak

Publisher
Springer US
Year
1990
Tongue
English
Weight
444 KB
Volume
26
Category
Article
ISSN
0009-3122

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✦ Synopsis

UDC 547.854.4'293'273.04

&(1-Uracilyl)-a-substituted propionitriles were obtained by cyanohydrin synthesis from 1-uracilylacetaldehydes. Their hydrolysis, bromination, and amination were studied.

We have previously shown that, depending on the reaction conditions, either replacement of the bromine atom by an amino group or cine substitution with the formation of t0-(6-alkylamino-l-uracilyl)alkylamines or intrarnolecular cyclization, which leads to imidazo[1,2-c]-or pyrimido[1,2-c]pyrimidine systems occurs in the reaction of B-(5-bromo-l-uracilyl)-aaminopropionic acid and to-(5-bromo-l-uracilyl)ethyl(propyl)amines with primary and secondary amines [1][2][3]. Intramolecular C(6)--O(5 D cyclization is observed when 2',3'-isopropylidene-5-bromouridine is heated with sodium ethoxide in ethanol, and the corresponding 6,5'-cyclonucleoside is formed in high yield [4].

We felt it was expedient to investigate the behavior of B-(5-bromo-l-uracilyl)-a-hydroxypropionic acid under similar conditions.

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