Synthesis of Tetrahydropyrimidine Derivatives and its Glycosides

Author: Shehab, Wesam S.

Source: Current Organic Chemistry, Volume 13, Number 18, December 2009 , pp. 1848-1851(4)

Publisher: Bentham Science Publishers

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Abstract:

Ethyl-4-thienyl-6-phenyl-2-oxo-1,2,3,4-tetrahydropyrimidine carboxyl ate (4) was obtained by the reaction of thiophene-2-carbaldehyde, urea and ethylbenzoylacetate. Reaction of (4) with phosphorous oxy chloride followed by hydrazine hydrate afforded the hydrazide (6), condensation of (6) with D-glucose followed by acetylation gave the acetylated compound (8), which cyclized into triazolopyrimidine derivatives (9) in presence of bromine/acetic acid the deprotection of compound (9) in presence of TEA/MeOH afforded the deprotected compound (10). Selected members of the compounds were screened for antimicrobial activity.

Document Type: Research article

DOI: http://dx.doi.org/10.2174/138527209789630451

Publication date: 2009-12-01