Ammonia → HCID 69415666, compound

Participants

Reaction Steps

To N-Boc-(2S,4R)-4-hydroxy-2-hydroxymethylpyrrolidine (0.105 g in THF (5 ml) cooled to 0° C. under argon was added carbonyl diimidazole (121 mg). After 3 h aqueous ammonia (20 M, 0.25 ml) was added and the reaction stirred for 17 h. The reaction mixture was evaporated to dryness under reduced pressure and the residue purified by chromatography on silica eluting with 80–100% ethyl acetate in hexane to give the title product as a colourless gum (45 mg, 31%); NMR (CDCl3) 1.47 (s, 9H), 2.05 (m, 3H), 3.4–3.6 (m, 2H), 4.15–4.3 (m, 3H), 4.45 (m, 1H), 4.75 (bs, 2H).

Provenance & Evidence