N-carbobenzyloxyalanine → HCID 9966575, compound

Participants

Reaction Conditions

Reaction Steps

CBZ-Ala (10, 0.825 g, 0.0037 mol) was added to a solution of 2 (R=Bn, 2.8 g, 200 mol %) in 15 mL of THF. The reaction was heated at 45° C. for 20 h, after which the reaction was cooled, evaporated and following the general procedure gave 16 as a clear oil, 1.07 g, 92%: [α]25D -31.7° (c 1.1, EtOH); IR 3340, 3060, 3030, 1720; 1H NMR δ 7.45-7.28 (m, 10H), 5.43 (d, 1H, J=7), 5.15-5.08 (m, 4H), 4.43-4.40 (m, 1H), 1.38 (d, 3H, J=7.1). Anal. Calcd for C18H19NO4 : C, 69.0; H, 6.1,; N, 4.5. Found: C, 69.3; H, 6.2; N, 4.7.

Provenance & Evidence