Hydrochloric Acid → HCID 68718687, compound

Participants

Reaction Steps

To a 0° C. solution of ((R)-3-tert-butoxycarbonylamino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid phenyl ester (495 mg, 1.2 mmol) in ethyl acetate (10 mL) was bubbled in HCl gas until saturated, via a pipette at a rate such that the temperature did not exceed 10° C. Once saturated, the reaction mixture was stirred at room temperature for 2 h and then concentrated in vacuo. The resulting residue was triturated with ether (100 mL) and the resulting solid collected to give ((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid phenyl ester hydrochloride (248 mg, 0.71 mmol). 1H-NMR (CD3OD, 300 MHz): δ 7.35 (m, 2H), 7.18 (m, 3H), 4.18 (br s, H), 3.21-3.09 (m, 2H), 2.01-1.58 (m, 10H), 1.43-0.95 (m, 9H). 31P NMR (CD3OD, 300 MHz): 57.12, 57.47. LC/MS m/z: [M+H]+=312.

Provenance & Evidence