p-Toluenesulfonic acid → HCID 12084899, compound

Participants

Reaction Steps

(4S)-N-tert-Butyloxycarbonyl4-methyl-1,3-oxazolidin-5-one (2) was prepared from N-tert-butyloxycarbonyl-(L)-alanine (1.89 g, 10.0 mM) and para-toluenesulfonic acid (30 mg) following general procedure A and obtained as fine white needles after crystallisation from chloroform (1.49 g, 74%): [α]D20 +78.1 (c 1, CHCl3); mp 64-67° C.; IR (KBr) 1795, 1705 cm-1 ; 1H NMR (200 MHz, CDCl3): δ 5.40 (d, J=2 Hz, 1H), 5.20 (d, J=2 Hz, 1H), 4.50 (q, J=7 Hz, 1H), 1.55 (d, J=7 Hz, 3H), 1.45 s (s, 9H); 13C NMR (50.3 MHz, CDCl3): δ 173.5, 152.0, 81.4, 77.3, 50.3, 27.8, 16.3; LRMS (NH3): 219 (MNH4+). Anal. Calcd for C9H15NO4 : C, 53.72; H, 7.51; N, 6.96; found: C, 53.58; H, 7.71; N, 6.70.

Provenance & Evidence