Hydrochloric Acid → 3-Amino-2,2-dimethyl-propionic acid TFA salt

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Reaction Steps

To a solution of 3-tert-butoxycarbonylamino-2,2-dimethyl-propionic acid methyl ester (2.5 g, 10.8 mmol) in MeOH (30 mL) was added 1 M NaOH (27 mL, 27 mmol), and the resulting mixture was stirred at r.t. for 16 h. 1 M HCl was added until pH was ˜3, and the mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated. The residue obtained was dissolved CH2Cl2 (10 mL), and TFA (7 mL) was added. The resulting mixture was stirred at r.t. for 3 days, then concentrated to dryness to give 2.1 g of the title compound as a gray solid. 1H NMR (DMSO-d6, 200 MHz): δ ppm=7.8 (br s, 3H), 2.80-3.00 (m, 2H), 1.18 (s, 6H).

Provenance & Evidence