tert-Butyl (S)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxane-5-carbonyl)pyrrolidine-1-carboxylate → (S)-1-Boc-2-(3-ethoxy-3-oxopropanoyl)pyrrolidine

Participants

Reaction Steps

tert-Butyl (2S)-2-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)carbonyl]-1-pyrrolidinecarboxylate (85 g, 250 mmol) was dissolved in 500 mL absolute EtOH and refluxed for 3 h. Concentration provided the title compound as a light yellow oil (68.4 g, 240 mmol, 96%). 1H NMR (400 MHz, CDCl3, mixture of rotamers and keto/enol tautomers) δ 4.35 (m, 0.5H), 4.25 (m, 0.5H), 4.17 (m, 2H), 3.6–3.4 (m, 3H), 2.2–1.8 (m, 4H), 1.4 (m, 9H), 1.15 (m, 3H) ppm.

Provenance & Evidence