Hexane → HCID 131731109, compound

Participants

Reaction Steps

Pd/C (3.3 g) was added to a stirring solution of Boc-Thr(Bzl)-OcHex (11 g, 30 mmol) in AcOEt (80 mL), and the reaction mixture was vigorously stirred under a hydrogen atmosphere for overnight. The catalyst was filtered off through Celite and the solvent was removed in vacuo. The residue was purified by silica gel column chromatography, at first with AcOE:hexane 1:4 and then the desired product was washed out by AcOE:hexane 1:1 to give pure Boc-Thr-OcHex (8.6 g, 28 mmol, 94%). 1H NMR (CDCl3 400 MHz) b 5.26 (br. d, 1H), 4.89-4.82 (m, 1H), 4.30-4.20 (m, 2H), 1.94 (d, J=5.6 Hz, 1H), 1.86-1.83 (m, 2H), 1.74-1.70 (m, 2H), 1.57-1.48 (m, 3H), 1.46 (s, 9H), 1.44-1.30 (m, 3H), 1.25 (d, J=6.4 Hz, 3H).

Provenance & Evidence