2-[(Acetylthio)methyl]-3-phenylpropionic Acid → N-[1-Hydroxy-3-phenyl-2-(sulfanylmethyl)propylidene]leucine

Participants

Reaction Steps

N-[S-Acetyl-2'-benzyl-3'-mercaptopropionyl]leucine methyl ester Prepared by Method B of Example 19 but on a 1:1 mixture of D and L-leucine methyl ester hydrochlorides (113 mg, 0.5 mmol, L isomer from Aldrich) and using S-acetyl-2-benzyl-3-mercaptopropionic acid (0.5 mmol). This gave the title compound as a clear oil in 81% yield, an approximately equimolar mixture of diastereoisomers. These were partially separated.

Provenance & Evidence