Hydrochloric Acid → (S)-2-((R)-3-methoxypyrrolidin-1-yl)propan-1-ol

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Hydrogen chloride (2N in Et2O, 1.1 mL, 2.2 mmol) was added to a solution of (R)-3-methoxy-1-((S)-1-(trityloxy)propan-2-yl)pyrrolidine (420 mg, 1.05 mmol) in DCM (5 mL). The reaction mixture was stirred at room temperature for 2 h, diluted with DCM (20 mL), and washed with 2×20 mL saturated aqueous K2CO3. The aqueous layer was back extracted with DCM (10 mL). The combined organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to yield (S)-2-((R)-3-methoxypyrrolidin-1-yl)propan-1-ol as a brown oil (75 mg). 1H NMR (DMSO-d6): 4.31 (t, 1H), 3.82 (m, 1H), 3.47 (m, 1H), 3.18 (m, 1H), 3.15 (s, 3H), 2.77 (dd, 1H), 2.58 (m, 1H), 2.47 (m, 2H), 2.27 (m, 1H), 1.88 (m, 1H), 1.59 (m, 1H), 0.97 (d, 3H).

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