4-{2-[2-(Benzyloxycarbonyl-methyl-amino)-propionylamino]-3-methyl-butyryl}-3-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid tert-butyl ester → 4-[3-Methyl-2-(2-methylamino-propionylamino)-butyryl]-3-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid tert-butyl ester

Participants

Reaction Steps

A 500 mL Parr bottle was charged with crude 16 (50 mg, 0.08 mmol) and 10% Pd-on-carbon (50 mg) in reagent grade MeOH (3 mL). The mixture was pressurized to 50 PSI H2 then shaken for 2 h. The catalyst was removed by filtration through Celite® and the solids were washed with MeOH and EtOAc. The filtrate was concentrated in vacuo. The crude product was purified by RP-HPLC (2″ Dynamax® C18, 10-70% ACN/water containing 0.1% HOAc over 30 min; Flow: 40 mL/min) to afford 20 mg (51%) of 17 after lyophilization.

Provenance & Evidence