Simple and Convenient Procedure for the Synthesis of 2-(3-(tert-Butoxycarbonylamino)propyl)-5-methylthiophenes

Abstract

2-(3-(tert-Butoxycarbonylamino)propyl)-5-methylthiophene and its 4-deuterio
derivative have been synthesized by a simple and convenient method in a six step
sequence from 2-methylthiophene. The final step involved bromine-lithium exchange
on 4-bromo-2-(3-(tert-butoxycarbonylamino)propyl)-5-methylthiophene at low
temperature in anhydrous tetrahydrofuran followed by treatment with water or D2O.