Trifluoroacetic acid → HCID 131735599, compound

Participants

Reaction Steps

To a solution of (R)-tert-butyl-3,3-dimethyl-5-((R)-1,2,3,4-tetrahydronaphthalen-1-ylcarbamoyl)-1,3-azasilolidine-1-carboxylate (4.9 g, 12 mmol) in CH2Cl2 (50 mL) was added TFA (7 mL) at rt. After 4 h, the reaction mixture was concentrated in vacuo to obtain (R)-3,3-dimethyl-N—((R)-1,2,3,4-tetrahydronaphthalen-1-yl)-1,3-azasilolidine-5-carboxamide TFA salt (5.0 g, 12 mmol, 100% yield) as a white solid, which was used directly in the next step. 1H NMR (400 MHz, CD3OD) δ 7.14-7.25 (m, 4H), 5.12 (t, J=5.5 Hz, 1H), 4.0 (dd, J=11.9, 6.6 Hz, 1H), 2.79 (m, 2H), 2.76 (d, J=4.5 Hz, 1H), 2.45 (dd, J=15, 4.5 Hz, 1H), 1.85-2.06 (m, 4H), 1.53 (dd, J=15, 6.8 Hz, 1H), 1.08 (dd, J=15, 4.5 Hz, 1H), 0.41 (3H), 0.38 (s, 3H); MS(ESI+) m/z 289 (M+H)+.

Provenance & Evidence