Acetic Acid → HCID 67415049, compound

Participants

Reaction Steps

tert-Butyl (2R)-1-(phosphonooxy)-2-(6-(spiro[5.5]undecan-3-yloxy)naphthalen-2-yl)propan-2-ylcarbamate (13.6 mg, 0.0000248 mol) was dissolved in acetic acid (0.78 mL, 0.014 mol) and 10 M of hydrogen chloride in water (0.2 mL) was added and the mixture was stirred for Id. Lypholyzing gave (2R)-2-amino-2-(6-(spiro[5.5]undecan-3-yloxy)naphthalen-2-yl)propyl dihydrogen phosphate as a white solid (4.0 mg, 36%). LCMS give a single peak Rf=1.64 min (431.41, [M-16]+, 100%, 895.73, [M+M+1], 20%). 1H NMR (400 MHz, MeOD) δ=7.82-7.89 (m, 3 H), 7.56 (d, J=5.5 Hz, 1 H), 7.27 (s, 1 H), 7.21 (d, J=8.6 Hz, 1 H), 4.54-4.47 (m, 1 H), 4.14-4.17 (m, 2H), 1.99-1.90 (m, 2 H), 1.86 (s, 3 H), 1.78-1.66 (m, 4 H), 1.50 (m, 8 H), 1.42-1.30 (m, 4 H).

Provenance & Evidence