Hydrochloric Acid → (1S,2S,5R,6S)-2-[[(2S)-2-aminopropanoyl]amino]spiro[bicyclo[3.1.0]hexane-4,1'-cyclopropane]-2,6-dicarboxylic acid

Participants

Reaction Conditions

Reaction Steps

Add concentrated hydrochloric acid (36.94 mL, 430.11 mmol) to a solution of (1S,2S,5R,6S)-2-[[(2S)-2-(tert-butoxycarbonylamino)propanoyl]amino]spiro[bicyclo[3.1.0]hexane-4,1′-cyclopropane]-2,6-dicarboxylic acid (82.24 g, 215.06 mmol) in acetone (822.4 mL), and stir the mixture at 50° C. After 1.5 hours cool the mixture to 0° C. and add 50% sodium hydroxide in water to pH=3.6-3.8. Stir the solid obtained for 1 hour, filter and wash with water. Dry under vacuum for 48 hours to yield the title compound as a white solid (36 g, 127.53 mmol). MS (m/z): 283 (M+1).

Provenance & Evidence