Benzyl Bromide → HCID 20201320, compound

Participants

Reaction Steps

The substrate tripeptide A used in the process, δ-(L-α-aminoadipoyl)-L-cysteinyl-D-γ,δ-didehydroisoleucine, is prepared in the following manner. First, 2-(t-butyloxycarbonylamino)-3-methylpent-4-eneoic acid (prepared according to the method of P. A. Bartlett and J. F. Barstow, J. Org. Chem., 1982, 47, 3933) is esterified with benzyl bromide and sodium bicarbonate. The benzyl ester is treated with formic acid to remove the t-BOC amino-protecting group to provide the amino ester, benzyl 2-amino-3-methylpent-4-eneoate, as the formate salt as shown below. ##STR3##

Provenance & Evidence