Synthesis of D,L-γ-hydroxyphosphinothricin, a potent new inhibitor of glutamine synthetase
Abstract
A flexible synthesis of D,L-γ-hydroxyphosphinothricin (GHPPT), a potent inhibitor of the enzyme glutamine synthetase, is described which features silicon-mediated addition of ethyl methylphosphinate to benzyl 2-benzyloxy-carbonylamino-4-oxobutyrate; selective deprotections yield the title compound and various derivatives.