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. 2012 Apr 9;3(5):416–421. doi: 10.1021/ml300049d

Scheme 3. Resolution of Piperdines for the Synthesis of XL518.

Scheme 3

Reagents and conditions: (a) (i) (R)-(−)-α-Methoxy-α-trifluoromethylphenylacetyl chloride, DMAP, DCM, 0 °C; (ii) Silica gel chromatography. (b) Aqueous NaOH, MeOH. (c) Pd/C (10%), H2, MeOH, 1 atm.