One-Pot Parallel Synthesis of 5-(Dialkylamino)tetrazoles.

ABSTRACT: Two protocols for the combinatorial synthesis of 5-(dialkylamino)tetrazoles were developed. The best success rate (67%) was shown by the method that used primary and secondary amines, 2,2,2-trifluoroethylthiocarbamate, and sodium azide as the starting reagents. The key steps included the formation of unsymmetrical thiourea, subsequent alkylation with 1,3-propane sultone and cyclization with azide anion. A 559-member aminotetrazole library was synthesized by this approach; the overall readily accessible (REAL) chemical space covered by the method exceeded 7 million feasible compounds.

SUBMITTER: Savych O 

PROVIDER: S-EPMC7297054 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature