Nitrogen → 2-[4-(2-Methyl-[1,3]dioxolan-2-yl)-butyl]-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 3-hydroxy-2-[5-(2-methyl-[1,3]dioxolan-2-yl)-pentanoylamino]-propionic acid methyl ester (1.40 g, 4.84 mmol) in dry THF (15 mL) was added at −10° C. to a solution of (methoxycarbonylsulfamoyl)triethylammonium hydroxide (1.43 g, 5.81 mmol) in dry THF (35 mL) and the resulting suspension was stirred at 0° C. for 1.5 h. The reaction mixture was then stirred at reflux overnight. The mixture was then allowed to cool down to rt and filtered. The filtrate was concentrated under reduced pressure to give the title compound as a pale yellow oil. TLC: rf (1000:50:4 CH2Cl2-MeOH—NH3)=0.45.

Provenance & Evidence