Hydrochloric Acid → methyl N-(3-amino-2-methylpropyl)-N-[(benzyloxy)carbonyl]-D-alaninate

Participants

Reaction Steps

Methyl N-[(benzyloxy)carbonyl]-N-{3-[(tert-butoxycarbonyl)amino]-2-methylpropyl}-D-alaninate (1.6 g, 3.9 mmol) was treated with 4N hydrogen chloride in dioxane (10 mL) at room temperature for 2 hr. The solvent was removed under a stream of nitrogen, and the crude product was purified by flash chromatography on a Biotage® system (silica, 7% pre-mixed 2N ammonia/methanol in dichloromethane) to yield methyl N-(3-amino-2-methylpropyl)-N-[(benzyloxy)carbonyl]-D-alaninate as colorless viscous oil. MS (M+1): 309.4

Provenance & Evidence