Synthesis of N-Trityl-L-homoserine

Abstract
L-Homoserine was tritylated via its silylated product with Me2SiCl2 or Ph2SiCl2 in 65-68% yield. Also N-Trt-L-methionine upon treatment with Mel and degradation of the resulting sulfonium salt with KOH yielded N-Trt-L-homoserine in 75% yield. Both routes provided N-Trityl-L-homoserine with identical physical data. In contrast to N-alkyloxycarbonyl-L-homoserine derivatives, N-Trt-L-homoserine shows no tendency to spontaneous lactonization.