Hydrochloric Acid → (2S)-2-Amino-3-(tert-butoxy)propanamide hydrochloride

Participants

Reaction Steps

A suspension of Example 31A (784 mg, 2.67 mmol) in methanol (9 mL) at ambient temperature was treated with 10% Pd/C (75 mg) and sufficient 1M HCl to solubilize the substrate (ca. 0.50 mL). The system was equipped with a hydrogen balloon and stirred for 4 hours at ambient temperature. The reaction mixture was purged with nitrogen, filtered through diatomaceous earth (Celite®), rinsed with methanol and water, and the aqueous filtrate was washed with diethyl ether (2×40 mL). The aqueous layer was lyophilized providing 467 mg of the desired product as a white solid.

Provenance & Evidence