Sodium borohydride → 7-[(4S)-4-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]heptanenitrile

Beteiligte Stoffe

Reaktionsschritte

To a solution of ester 2-2 (560 mg) in ethanol (5 mL) at 0° C. was added NaBH4 (38 mg) and the mixture was stirred at the temperature for 1 h and quenched with half saturated NaCl. The mixture was concentrated in vacuo to remove the ethanol and the residue was extracted with ethyl acetate (3×). The organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford the desired alcohol 2-3 (480 mg). 1H NMR (400 MHz, acetone-d6): δ 4.33 (t, 1H), 4.20–4.12 (m, 2H), 3.96 (m, 1H), 3.79 (m, 1H), 3.65 (m, 1H), 3.40 (m, 1H), 3.17 (m, 1H), 2.47 (t, 2H), 1.70–1.35 (m, 8H).

Herkunft & Nachweise