4-(5-Hydroxymethyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester → Tert-butyl 4-(5-formyl-1,3-thiazol-2-yl)piperazine-1-carboxylate

Participants

Reaction Steps

To a solution of 40.0 mmol 4-(5-hydroxymethyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester in 300 ml dichloromethane was added 289 mmol manganese(IV) oxide and the mixture was heated at reflux for 3 h. The mixture was then filtered and the filtrate was concentrated in vacuo. The residue was purified by chromatography (SiO2, ethyl acetate/heptane) to afford the title compound as a light brown crystalline solid (yield 40%). MS (m/e): 298.3 (M+H+, 100%).

Provenance & Evidence