Ammonia → (R)-2-amino-1-((S)-2,5-dihydrofuran-2-yl)ethanol

Participants

Reaction Conditions

Reaction Steps

Alternative preparation of Benzyl (R)-2-(S)-2,5-dihydrofuran-2-yl)-2-hydroxyethylcarbamate (18). Alcohol (14) (4.3 g, 15.1 mmol) was dissolved in ammonium hydroxide (30 mL) and a solution of ammonia in 2-propanol (20 mL, 2.0M, 80 mmol). The solution was divided into two equal portions then heated at 75° C. in sealed tubes for 16 hours. The mixtures were combined using methanol then the solvents were removed in vacuo. The residue was azeotroped with diethyl ether (3×20 mL) to obtain (R)-2-amino-1-((S)-2,5-dihydrofuran-2-yl)ethanol which was used without further purification.

Provenance & Evidence