4-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-hexahydro-pyrrolo[3,2-b]pyrrole-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester → 4-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl ester

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Reaction Steps

A solution of 18 (0.4 g, 0.64 mmol) in MeOH (20 mL) was treated with 10% Pd/C (wet, 216 mg) and reduced under an H2 atmosphere (50 psi) using a Parr apparatus. After 1.5 h, the mixture was filtered through a nylon filter cartridge and the solids were washed with MeOH. The filtrate was concentrated to afford 19 (0.31 g) as an orange-colored oil which was used without further purification. Mass spectrum, m/z [495.4] (M+H)+.

Provenance & Evidence