Diethyl Ether → HCID 88182850, compound

Participants

Reaction Steps

5-tert-Butoxycarbonyloxy-7,7-diethyl-1a,2,7,7a-tetrahydro-1-aza-cyclopropa[b]naphthalene-1-carboxylic acid tert-butyl ester (218 mg, 0.52 mmol) and the thiolacetic acid (2 mL) was stirred at r.t for over night. The mixture was diluted with Et2O (50 mL), washed with H2O, NaHCO3 (3×), H2O, brine, dried over MgSO4. The residu was purified by a flash chromatrgraphy (10% AcOEt/Hex) (234 mg, 91%). 1H NMR (CDCl3): 7.05-6.95 (3H, m, Har), 4.80 (1H, d, J=10.5 Hz, NH), 4.15-4.00 (2H, m, CHCH), 3.17 (1H, dd J=5 Hz and 17 Hz, PhCHH), 2.97 (1H, dd, J=12 Hz and 17 Hz, PhCHH), 2.40 (3H, s, SCOCH3), 1.86 (1H, m), 1.70 (2H, m), 1.60-1.55 (11H, m), 1.47 (9H, s, t-butyl), 0.89 (3H, t, J=7.5 Hz, CH3), 0.71 (3H, t, J=7.5 Hz, CH3).

Provenance & Evidence