Dimethylformamide → Z-Ala-OMe

Participants

Reaction Steps

CBZ-Ala (10, 0.165 g, 0.74 mmol) was added to 6 mL of dry DMF containing 1.1 g (500 mol % ) of 2 (R=Me) and the reaction mixture was stirred at 16 h a t room temperature. Following the general procedure gave 0.163 g of 19, 93%, as an oil: [α]25D -32.7° (c 1.3, MeOH) [Lit14 [α]25D -33.0° (c 1.0, MeOH )]; IR 3340, 3060, 3030, 1720; 1H NMR δ 7.34-7.26 (m, 5H), 5.53 (d, 1H, J=5.9), 5.10 (s, 2H), 4.39 (t, 1H, J=7.3), 3.73 (s, 3H), 1.40 (d, 3H, J=7.2).

Provenance & Evidence