Hydrochloric Acid → 2,4-Diamino-1,5-diphenylpentan-3-ol

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Reaction Steps

The resultant compound of Example 11 (18 mg, 0.049 mmol) was treated with 1 ml of 4M HCl in dioxane, stirred for 0.5 h at ambient temperature, and concentrated in vacuo. The residue was partitioned between chloroform and aqueous NaHCO3, dried over Na2SO4 and concentrated to provide the desired compound (Rf 0.12, 10% methanol in chloroform) as a white solid, m.p. 106°-107° C. 1H NMR (CDCl3) δ 2.51 (dd, J=13, 10 Hz, 1H), 2.67 (dd, J=13, 9 Hz, 1H), 2.85-3.0 (m, 2H), 3.19 (m, 1H), 3.38 (m, 2H), 7.15-7.35 (m, 10H). Mass spectrum: (M+H)+ =271.

Provenance & Evidence