tert-butyl (2S)-2-amino-4-methylpentanoate → HCID 131711840, compound

Participants

Reaction Steps

A solution of benzyloxycarbonyl-serine pentachlorophenyl ester (Z-Ser-OPcp, 19.5 g, 40 mmol) in distilled DMF (100 ml) is added at 0°-5° C. to a stirred solution of H-Leu-OBut (7.5 g, 40 mmol) and HOBt (100 mg) in distilled DMF. The solution is kept at 0° C. for two days and then evaporated to dryness under reduced pressure. The residue is subjected to chromatography on silica gel (1300 g) using hexane-ethyl acetate (1:3) as the eluant. The pure fractions are pooled and evaporated to dryness to yield 11.39 g of the title compound; NMR(CDCl3) δ 0.85 (m, 6H), 1.45 (s, 9H), 7.3 (s, 5H); amino acid analysis: Leu (1.00), Ser (0.93).

Provenance & Evidence