(S)-(-)-5-对苄氧基苄基-2,4-噁唑烷二酮的合成

Synthesis of (S)-(-)-5-(p-benzyloxybenzyl)-2,4-oxazolidinedione

L-酪氨酸经O-苄基化和重氮化反应得到关键中间体——手性3-(对苄氧基苯基)-α-羟基丙酸(4);4经酯化、氨化和环化反应合成了(S)-(-)-5-对苄氧基苄基-2,4-噁唑烷二酮,总收率10%,95.4%e.e.,其结构经1H NMR和HR-MS表征。

（S）-（ - ）-5-（p-benzyloxybenzyl）-2,4-oxazolidinedione in total yield of 10% with 95.4% e. e. was synthesized by a three-step reaction of esterifieation, ammoniation and cyclization from chiral 3-（p-benzyloxybenze）-α-hydroxyl acid which was prepared from L-tyrosine by O-benzylation and diazotization. The structure was confirmed by ^1H NMR and HR-MS.