SYNTHESIS OF 3-AMINO-7-ARYL-8-AZACHROMANS: VALIDATION OF A SYNTHETIC ROUTE WITH ENANTIOSELECTIVE POTENTIAL
DOI:
https://doi.org/10.24193/subbchem.2019.2.14Keywords:
8-azachroman, inverse Diels-Alder cycloaddition, H3R ligandsAbstract
A potential enantioselective access to 3-amino-7-aryl-8-azachromans is described. The reported multi-step synthesis involved the use of aspartic acid as the building block that could induce chirality. The azachroman scaffold was obtained via a key intramolecular inverse Diels-Alder cycloaddition between a 1,2,4-triazine and a judiciously functionalized alkyne. This class of compounds are hetero-isosteres of previously reported ligands of the histaminergic H3 receptor.
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