Reaction #329044

Reaction equation

Racemic 3-amino-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol

→

(S)-3-amino-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol

(R)-3-amino-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol

Solvents

hexane EtOH

Conditions

Procedure

Racemic 3-amino-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol (1.10 g, 5.00 mmol) was resolved by chiral HPLC (conditions: CHIRALPAK AD-H column, 20×250 mm, hexane/EtOH [88:12] at 20 mL/min, UV at 230 nm) to give (S)-3-amino-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol and (R)-3-amino-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol. Analytical chiral HPLC: CHIRALPAK AD-H column, 250×4.6 mm, hexane/EtOH [90:10] at 1.0 mL/min, UV at 230 nm); retention time for (S)-isomer: 18.68 min (>99% ee); retention time for (R)-isomer: 23.56 min (>99% ee).

Source