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With the objective to prepare novel non-peptidic thrombin inhibitors, bioisosteres of the inhibitory tripeptide d-Phe-Pro-Arg chain have been examined. Thus, the P1 Arg was replaced with p-amidinobenzylamine, an elongated homologue of the same and with 2,5-dichloro benzylamine. The P2-P3, d-Phe-Pro, was replaced with a novel tartaric acid template coupled to a series of readily available, mainly lipophilic,...
The synthesis of novel isothionucleosides is described. The thioether moiety was prepared via a highly regioselective opening of chiral thiirane 9 with vinylmagnesium bromide.
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