Ammonia → HCID 67286081, compound

Participants

Reaction Conditions

Reaction Steps

(3aS,4S,6aR)-2,2-dimethyl-4-((S)-oxiran-2-yl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxole (2-4) (3 g, 16.5 mmol, 1.0 equiv) was dissolved in a solution of ammonia in methanol (200 mL, 7 N). The mixture was heated in the microwave at 100° C. for 30 minutes. The reaction was concentrated to afford desired (S)-2-amino-1-((3aS,4S,6aR)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)ethanol (2-5) as an amber oil that was carried to the next step without further purification. 1NMR (500 MHz, CDCl3): δ 5.98-5.86 (m, 1H); 5.91-5.65 (m, 1H); 5.13 (s, 1H); 4.80-4.45 (m, 1H); 3.03 (s, 1H); 2.95-2.83 (m, 2H); 2.74 (s, 2H); 2.61 (s, 2H); 1.41 (s, 3H); 1.35 (s, 3H).

Provenance & Evidence