Diisopropylethylamine → (r)-5-(2-Acetamido-4-methylthiazol-5-yl)-n-(2-hydroxy-1-phenylethyl)furan-2-carboxamide

Participants

Reaction Steps

To 5 mL of the crude 4.49 millimolar solution of 5-(2-acetamido-4-methylthiazol-5-yl)furan-2-carboxylic acid was added 200 mg of TBTU and 1 mL of Hunig's base. To the stirred reaction mixture was then added 200 mg of S-phenylglycinol. The reaction was allowed to stir overnight and was then concentrated to dryness and dissolved in 1 mL of DMSO and filtered. The filtrate was purified via reverse phase chromatography to yield 4.1 mg of (R)-5-(2-acetamido-4-methylthiazol-5-yl)-N-(2-hydroxy-1-phenylethyl)furan-2-carboxamide as a white solid. LC/MS: 386.2 (M+H)/2.0 min.

Provenance & Evidence