The Journal of Organic Chemistry

A new fluoridolyzable anchoring linkage for orthogonal solid-phase peptide synthesis: design, preparation, and application of the N-(3 or 4)-[[4-(hydroxymethyl) …

DG Mullen, G Barany

Index: Mullen, Daniel G.; Barany, George Journal of Organic Chemistry, 1988 , vol. 53, # 22 p. 5240 - 5248

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Citation Number: 68

Abstract

The silicon-containing bifunctional handle 2, 4, 5-trichlorophenyI N-(3 or 4)-[[4- (hydroxymethy1) phenoxyl-tert-butylphenylsilyl] phenyl pentanedioate monoamide (1)(Pbs) has been prepared and evaluated for use in a new mild approach to solid-phase peptide synthesis. The overall route to 1 entailed 10 steps starting from commercially available tert- butylchlorodiphenylsilane (2) and featured a novel electrophilic substitution of an ...