✦ LIBER ✦

Optimized ‘inverse activation’ methodology for esterification of hydroxyl-functionalized resins

✍ Scribed by Robert J. Topping; Ileana Nuiry; Jill Mastriona; Jason A. Moss

Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 111 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.03.029

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✦ Synopsis

Since the advent of the solid-phase method for peptide synthesis, the esterification of protected amino acid derivatives onto hydroxylfunctionalized resins has been problematic on many levels. Most methods for this reaction are attended by unacceptable levels of racemization and/or dipeptide formation, or require the use of expensive reagents with difficult handling properties. Herein, we describe a straightforward, generally-applicable method for the esterification of hydroxyl-functionalized resins, in high yield and complete stereochemical integrity.

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