Sodium Carbonate → L-isoleucine, N-[1-(2-(5-chloro-3-methyl-benzo[B]thiophene-2-yl)-2-oxoethyl)-L-prolyl] benzylamide

Participants

Reaction Steps

Using the procedure described in example 5, treatment of L-proline-L-isoleucine benzylamide (200 mg, 0.63 mmol), with sodium carbonate (100 mg, 0.94 mmol), and 2-chloroacetyl-5-chloro-3-methylbenzo[B]thiophene (Ryan Scientific; Columbia, S.C.: 244 mg, 0.941 mmol, 1.5 eq) in acetonitrile (10 mL), provided 170 mg (50%) of L-isoleucine, N-[1-(2-(5-chloro-3-methyl-benzo[B]thiophene-2-yl)-2-oxoethyl)-L-prolyl] benzylamide as a pale yellow oil that formed a waxy solid on standing.

Provenance & Evidence