An article Methoxamine Synthesis in a Biocatalytic 1-Pot 2-Step Cascade Approach WOS:000480503700081 published article about ACETOHYDROXYACID SYNTHASE; PYRUVATE DECARBOXYLASE; ASYMMETRIC-SYNTHESIS; OMEGA-TRANSAMINASES; ESCHERICHIA-COLI; VIBRIO-FLUVIALIS; AMINES; AMINATION; KETONES; ENZYME in [Erdmann, Vanessa; Sehl, Torsten; Frindi-Wosch, Ilona; Rother, Doerte] Forschungszentrum Julich GmbH, Biotechnol IBG 1, D-52425 Julich, Germany; [Sehl, Torsten] HERBRAND PharmaChem GmbH, D-77723 Gengenbach, Germany; [Simon, Robert C.; Kroutil, Wolfgang] Karl Franzens Univ Graz, Dept Chem, Heinrichstr 28, A-8010 Graz, Austria; [Simon, Robert C.] Roche Diagnost GmbH, D-82377 Penzberg, Germany; [Erdmann, Vanessa; Rother, Doerte] Rhein Westfal TH Aachen, Aachen Biol & Biotechnol, D-52056 Aachen, Germany in 2019.0, Cited 47.0. The Name is 2,5-Dimethoxybenzaldehyde. Through research, I have a further understanding and discovery of 93-02-7. COA of Formula: C9H10O3
Due to its function as a vasopressor, the vicinal amino alcohol methoxamine is a potential candidate for the treatment of hypotension and incontinence or has applications in ophthalmology. In this study, a biocatalytic method was developed to produce each of the four stereoisomers of methoxamine in a sequential 1-pot 2-step cascade reaction, starting from readily available pyruvate and 2,5-dimethoxy-enzaldehyde without intermediate isolation. All four isomers are accessible with high conversions and very good stereoselectivities through the modular combination of carboligases and transaminases with high stereoselectivities. The development of these cascades was made possible, among other factors, by the integration of a recently engineered triple variant of the pyruvate decarboxylase from Acetobacter pasteurianus (ApPDC-E469G-468A-W543F), which provided access to the intermediate (S)-1-hydroxy-1-(2,5-dimethoxyphenyl)propan-2-one with a high enantiomeric excess of 98%. For the amination of these sterically demanding 2-hydroxy ketones, Bacillus megaterium transaminase in particular has proven to be a highly active and selective catalyst. All four methoxamine stereoisomers were achieved with isomeric contents between 94% and 99% and total conversions of both steps between 59% and 80%. Separation of each isomer without derivatizing was possible using supercritical fluid chomratographie with two columns connected in a row. A preparative scale (75 mL) of the 1-pot 2-step cascade to (1S,2R)-methoxamine including nonoptimized product isolation showed 85 mg HCl salt (46% isolated yield) with 94% purity (NMR) and an isomeric content of 98%.
About 2,5-Dimethoxybenzaldehyde, If you have any questions, you can contact Erdmann, V; Sehl, T; Frindi-Wosch, I; Simon, RC; Kroutil, W; Rother, D or concate me.. Safety of 2,5-Dimethoxybenzaldehyde
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