Derivatives of benzo-1,4-thiazine-3-carboxylic acid and the corresponding amino acid conjugates

Herein, we present the synthesis and utilization of derivatives of 4H-benzo[b][1,4]thiazine-3-carboxylic acid. These benzothiazine compounds were assembled via the coupling of aminothiols and bromopyruvates. Oxidative dimerization of these starting materials was also observed and the corresponding b...

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Bibliographic Details
Main Authors: Péter Kisszékelyi, Tibor Peňaška, Klára Stankovianska, Mária Mečiarová, Radovan Šebesta
Format: Article
Language:English
Published: Beilstein-Institut 2022-09-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.18.124
Description
Summary:Herein, we present the synthesis and utilization of derivatives of 4H-benzo[b][1,4]thiazine-3-carboxylic acid. These benzothiazine compounds were assembled via the coupling of aminothiols and bromopyruvates. Oxidative dimerization of these starting materials was also observed and the corresponding benzothiazine dimers were isolated. Moreover, the coupling of benzothiazines with amino acids was realized. In doing so, an enantioselective synthesis of the nonproteinogenic amino acid 2-amino-3-propylhexanoic acid was accomplished.
ISSN:1860-5397