Ethyl Acetate → HCID 86652468, compound

Participants

Reaction Steps

Data for tert-butyl (2R,3R)-2-methyl-6-oxo-tetrahydro-2H-pyran-3-ylcarbamate: m.p.=98.2-99.5° C.; Rf=0.27 (50% EtOAc in hexanes); IR (neat): 3337, 2979, 2935, 1709 (C═O), 1697 (C═O), 1527, 1250, 1171, 1059 cm−1; [α]D25+38.8 (c 1.0, CHCl3); 1H NMR (300 MHz, 293 K, CDCl3) δ 4.74 (br, 1H), 4.52 (ddd, 1H, J=12.9, 6.3, 2.4 Hz), 3.99 (m br, 1H), 2.55 (dd, 2H, J=8.1, 6.9 Hz), 2.24-2.12 (m, 1H), 1.99-1.88 (m, 1H), 1.43 (s, 9H), 1.33 (d, 3H, J=6.6 Hz); 13C NMR (75 MHz, 293K, CDCl3) δ 171.2, 155.5, 79.8, 77.4, 46.6, 28.2, 26.0, 25.5, 16.8; HRMS (EI+) calcd. for C11H19NO4 (M)+ 229.1314. found 229.1306.

Provenance & Evidence