3-Fluorophenylalanine

The intermediate 231 46 (7.50g, 21.43mmol) was added into 94 HCl (80mL). The reaction mixture was stirred at refluxing for 15h and TLC analysis indicated that the reaction was completed. The mixture was filtered to give the white solid 233 47 in 86percent yield. HRMS (ESI): m/z, calculated for CGeneral procedure: 50 mumols of resin 1 was treated with 100 mumols of 0.20 M BTPP in NMP followed by 100 mumols of 0.20 M fluorinated benzyl bromide R1X in NMP. After two days the reaction mixture was filtered and the resulting resin 2 was washed once with 3 mL of THF. To the resin was then added 2.5 mL of 1.0 N HCl in THF (1:2). After 20 minutes the resin was filtered and was washed with 3 mL of THF followed by 2×2.5 mL of 0.20 M diisopropylethylamine in NMP, 2×2.5 mL of NMP, 3×2 mL of THF and 3×3 mL of dichloromethane to give resin 3. Treatment of resin 3 with 2 mL of 35:60:5 TFA/DCM/H2O for 30 minutes was followed by filtering and washing the resin with 2 mL of 35:60:5 TFA/DCM/H2O and 2 mL of DCM. The combined filtrates were evaporated to a residue which was chromatographed on silica gel using iPrOH/MeOH/NH4OH mobile phases to elute the free bases 4.

Molecular Weight:183.18
XLogP3:-1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:183.06955672
Monoisotopic Mass:183.06955672
Topological Polar Surface Area:63.3
Heavy Atom Count:13
Complexity:187
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes