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Hydrolysis of a Ni-Schiff-Base Complex Using Conditions Suitable for Retention of Acid-labile Protecting Groups
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Preparation of an aspartic acid-containing protected peptide. Alternatives for overcoming a side reaction during HF

J Robles1, E Pedroso, A Grandas

  • 1Department of Organic Chemistry, Faculty of Chemistry, University of Barcelona, Spain.

International Journal of Peptide and Protein Research
|April 1, 1994
PubMed

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Preparation of Acid Anhydrides01:07

Preparation of Acid Anhydrides

One of the methods for preparing symmetrical or unsymmetrical acid anhydrides involves the treatment of acid chlorides with the sodium salt of carboxylic acids. The reaction proceeds via a nucleophilic acyl substitution.
The carboxylate ion acts as a nucleophile that attacks the carbonyl carbon of the acid chloride to form a tetrahedral intermediate. Subsequently, the re-formation of the carbonyl group with the loss of the chloride ion as a leaving group leads to the formation of an acid...