Application of substituted 2-(trimethylsilyl)ethyl esters to suppress diketopiperazine formation
until further notice
SourceTetrahedron Letters, 45, 18, (2004), pp. 3585-3588
Article / Letter to editor
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Synthetic Organic Chemistry
SubjectSynthetic Organic Chemistry
The use of differently substituted 2-(trimethylsilyl)ethyl esters for C-terminal protection in peptide synthesis has been investigated. While the use of the unsubstituted 2-(trimethylsilyl)ethyl ester resulted in a substantial amount of diketopiperazine at the dipeptide stage, use of the corresponding methyl-substituted silyl ester gave a significant reduction of this undesired pathway. Both esters could be deprotected by fluoride-induced cleavage under mild conditions. (C) 2004 Elsevier Ltd. All rights reserved.
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