Hydrochloric Acid → HCID 57224288, compound

Participants

Reaction Steps

To a solution of this ester (3.01 g) in 15 mL of dry dichloromethane was added 4N HCl in dioxane (50 mL) in one portion at room temperature. The resulting solution was stirred at room temperature for 4.5 hours to give a suspension. The suspension was diluted with 50 mL of mixed solvent (3:7 dichloromethane:ether) and was filtered. The light yellow filter-cake was washed with above mixed solvent (2×20 mL) followed by ether (2×20 mL). The cake was dried under vacuum to give a light yellow powder (2.51 g, HLPC purity: >85%). The final purification was effected with RP-HPLC to give (8R,13R)-13-amino-6,14-dioxo-10,11-dithia-7,15-diazaspiro[4.12]heptadecane-8-carboxylic acid as a white solid (1.55 g, 2.61 mmol) in 52 % yield. HRMS (M+H) Obs. 593.209, Calcd. 593.2103.

Provenance & Evidence