Liebigs Annalen der Chemie

Oxidative Deblocking of the 4??Methoxybenzyl Thioether Protecting Group: Application to the Directed Synthesis of Poly??cystinyl Peptides

M Platen, E Steckhan

Index: Platen, Martin; Steckhan, Eberhard Liebigs Annalen der Chemie, 1984 , # 9 p. 1563 - 1576

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Citation Number: 14

Abstract

Abstract The 4-methoxybenzyl thioether protecting group is deblocked efficiently by oxidation with the homogeneous electron transfer agent tris (4-bromophenyl) ammoniumyl (2.⊕) leading to the disulfide in high yields. S-(4-methoxybenzyl) cysteine derivatives like 9 in this way can be transformed into the corresponding cystine derivatives like 10 in 90% yield. Many N and carboxy protecting groups like the Boc and Z group and tert-butyl or ...