Phenacyl bromide → L-Isoleucine

Participants

Reaction Steps

Using the procedure described in example 5, 55 mg (0.17 mmol) of L-homoproline-L-isoleucine benzylamide (prepared from L-homoproline (Bachem Bioscience, Philadelphia, Pa.) using the procedure described in examples 3, and 4), was treated with sodium carbonate (39 mg, 0.37 mmol), and 2-bromoacetophenone (59 mg, 0.29 mmol, 1.7 eq) in methanol (5 mL). A sample of the crude mixture was purified by preparative TLC to provide 34 mg (45%) of L-isoleucine, N-[1-(2-phenyl-2-oxoethyl)-L-homoproline] benzylamide.

Provenance & Evidence