[3-(4-Fluorophenyl)propyl](2,2,2-trifluoroethyl)amine → (2S,3R)-3-(dibenzylamino)-1-[[3-(4-fluorophenyl)propyl](2,2,2-trifluoroethyl)amino]butan-2-ol

Participants

Reaction Steps

The product of Step c (3.48 g, 15.0 mmol, 1 eq.), (1R)-N,N-dibenzyl-1-[(2S)-oxiran-2-yl]ethanamine (the synthesis of which is described in Example 100) (3.96 g, 15.0 mmol, 1 eq.) and ethanol (20 mL) were mixed at 25° C. under N2 then refluxed for 4 days. Worked up by stripping off the ethanol then purifying the residue by flash chromatography in 3:1 Hexanes/EtOAc. Obtained to 3.78 g of a yellow oil. By NMR, the oil is product and some minor impurities and was carried on to the next step. MS (ESI) detects (M+H)+=503.

Provenance & Evidence