Methanol → H-alpha-Me-D-Phe(3-I)-OH

Participants

Reaction Conditions

Reaction Steps

A mixture of benzyl (2S,4R)-4-(3-iodobenzyl)-4-methyl-5-oxo-2-phenyl-1,3-oxazolidine-3-carboxylate (1.47 g) and potassium trimethylsilanolate (1.2 g) was suspended in THF (50 ml) and heated to 75° C. for 2.5 h. MeOH (10 ml) was added and the solvents were removed under reduced pressure. The residue was dissolved in MeOH and applied to two 10 g SCX-2 cartridges eluting with MeOH and then with 0.2M ammonia in MeOH. The ammoniacal solutions were evaporated to dryness to give the title compound (910 mg) LCMS RT=1.93 min.

Provenance & Evidence