1,4-Dioxane hydrochloride → HCID 68719269, compound

Participants

Reaction Steps

To a solution of ((R)-3-tert-butoxycarbonylamino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid 3-oxo-1,3-dihydro-isobenzofuran-1-yl ester (140 mg, 0.3 mmol) in 2 mL dioxane was added a 4N HCl/dioxane solution (5.0 mL, 20 mmol). After 2 h the reaction mixture was concentrated in vacuo and the resulting residue taken up in ethyl acetate and was concentrated in vacuo to yield ((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid 3-oxo-1,3-dihydro-isobenzofuran-1-yl ester hydrochloride (120 mg, 0.3 mmol). 1H NMR (CD3OD, 300 MHz): δ 7.92 (m, 1H), 7.73 (m, 2H), 7.15 (m, 1H), 4.40 (m, 1H), 3.4-3.22 (m, 1H), 3.20-3.04 (m, 1H), 2.01-1.8 (m, 6H), 1.75-1.60 (m, 4H), 1.50-1.0 (m, 7H). 31P NMR (CD3OD, 300 MHz): δ 61.4, 60.6. LC/MS m/z: [M+H]+=368

Provenance & Evidence