Diazopropane → 1-(3-Mercapto-1-oxopropyl)-4-methylpiperazine-2-carboxylic acid, n-propyl ester

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Reaction Steps

To a stirred suspension of 11.6 gms. of DL-1-(3-mercapto-1-oxopropyl)-4-methylpiperazine-2-carboxylic acid in 150 ml. of ether there is added dropwise a solution of diazopropane in ether [prepared from 8.75 g. of N'-nitro-N-nitroso-N-propylguanidine by the procedure of McKay et al. Can. J. Res. 28 B, 683(1950)]. The mixture is stirred for an additional three hours, filtered and washed twice with 100 ml. of 5% aqueous sodium bicarbonate solution. The ether solution is dried over anhydrous magnesium sulfate, and then concentrated under atmospheric pressure, leaving as a residue the desired DL-1-(3-mercapto-1-oxopropyl)-4-methylpiperazine-2-carboxylic acid, n-propyl ester.

Provenance & Evidence