Lithium hydroxide, monohydrate → HCID 66684917, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-3-Cyclohexyl-4-(2-methoxycarbonyl-5-phenyl-thiophen-3-yl)-5-oxo-piperazine-1-carboxylic acid tert-butyl ester (1.8 g, 3.6 mmol) in THF/water/MeOH (1/1/1, 30 mL) was added lithium hydroxide monohydrate (0.45 g, 10.8 mmol, 3.0 equiv) and the resulting solution was heated at 55° C. for 1 hour. The reaction was quenched by addition of 1.0 N HCl aq. solution until pH=5. The solution was then extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4) and concentrated to give (R)-4-(2-Carboxy-5-phenyl-thiophen-3-yl)-3-cyclohexyl-5-oxo-piperazine-1-carboxylic acid tert-butyl ester 3-((R)-2-Cyclohexyl-6-oxo-piperazin-1-yl)-5-phenyl-thiophene-2-carboxylic acid (1.7 g, 97%). The material was continued to the next step with no further purification.

Provenance & Evidence