A method for stereoselective preparation of isodityrosines with identical a
nd orthogonal protecting groups is reported. The isodityrosines holding ide
ntical protecting groups were prepared from isovaniline in a three step pro
cedure, in 50-64 % yield (> 98% ee, 84-96% de). Isodityrosine holding four
orthogonal groups was prepared in four steps from isovaniline in 20 % total
yield (> 98% ee, 87% de). (C) 1999 Elsevier Science Ltd. All rights reserv
ed.