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Title

Synthesis of acyclic and macrocyclic analogs of Di-, Tri-, and tetranucleotides.

Authors

Semenov, V. E.; Akamsin, V. D.; Reznik, V. S.

Abstract

Compounds consisting of two or three uracil fragments were synthesized by reaction of methyl-substituted uracil sodium salts with 1-(6-bromohexyl)-3,6-dimethyluracil or 1,6-dibromohexane. Treatment of these compounds with paraformaldehyde gave the corresponding pyrimidinophanes and acyclic compounds in which the uracil fragments are linked through methylene bridges. Uracil derivatives having no substituent on N3 were synthesized by reactions of silylated uracils with 1,3-bis(6-bromohexyl)uracil or 4,4′-(6-bromohexyloxy)diphenylmethane. The acyclic compound was converted into pyrimidinophane containing uracil fragments with N3H groups. A trinucleotide analog including uracil and two adenine fragments was synthesized from 1,3-bis(6-bromohexyl)uracil.

Subjects

URACIL; HETEROCYCLIC compounds; PYRIMIDINES; CARBENES; ADENINE

Publication

Russian Journal of General Chemistry, 2007, Vol 77, Issue 8, p1430

ISSN

1070-3632

Publication type

Academic Journal

DOI

10.1134/S1070363207080233

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