General procedure for the synthesis of (S)-3-aminobutanol from (S)-benzyl(4-hydroxybutan-2-yl)carbamate: To a 1000 mL round bottom flask was added a solution of (S)-benzyl(4-hydroxybutan-2-yl)carbamate (30 g, 134.4 mmol, 1.00 eq.) in methanol (500 mL), followed by the addition of palladium carbon (3 g, 0.10 equivalent). The reaction mixture was stirred at 25 °C for 12 h under hydrogen atmosphere. Upon completion of the reaction, the solid catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford 11.7 g (92% yield) of (S)-3-aminobutan-1-ol as a colorless oil. The product was confirmed by 1H NMR (300 MHz, DMSO-d6, ppm): δ 4.48 (3H, s), 3.47 (2H, s), 2.96 (1H, s), 1.47-1.41 (2H, q), 1.02-0.99 (3H, d); the LCMS (ESI) analysis showed a m/z of 90 [M + H]+; the specific spectroscopy measurement value of [α]D22 +11.65° (c = 1.22 g/100 mL in EtOH) is consistent with the literature value of [α]D20 +16.3° (c = 4.5 in EtOH) (J. Org. Chem. 1996, 61, 2293-2304).
