Hydrochloric Acid → HCID 117987534, compound

Participants

Reaction Steps

To a suspension of (1S,2S,3S,5R,6S)-2-amino-3-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (IV) (4.00 g) in dioxane (24 mL) and a saturated aqueous sodium bicarbonate solution (48 mL), allyl chloroformate (0.42 mL) was added dropwise over 15 minutes, and the mixture was stirred at room temperature for 20 hours. After addition of 1 mol/L hydrochloric acid to the reaction solution to adjust it to pH 1, the mixture was extracted three times with ethyl acetate. The combined ethyl acetate layer was dried over anhydrous sodium sulfate, the drying agent was filtered off and then the filtrate was concentrated under reduced pressure to give (1S,2S,3S,5R,6S)-2-(((allyloxy)carbonyl)amino)-3-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (A-1-1, 6.23 g) as a colorless amorphous.

Provenance & Evidence