𝔖 Bobbio Scriptorium
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Application of AlMe3-mediated amidation reactions to solution phase peptide synthesis

✍ Scribed by Stephen F. Martin; Michael P. Dwyer; Christopher L. Lynch

Book ID
104258864
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
217 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

A practical modification of the Weinreb amidation protocol employing amino acids as the amine reaction partner has been developed that allows for the facile synthesis of oligopeptides in solution.

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3,3-Diethoxy-N-sulfonyl and carbamoyl azetidin-2-ones undergo efficient ring-opening reaction with various amine nucleophiles. Subsequent acid hydrolysis of the ketal moiety generated 0t-keto amides in excellent overall yields. The naturally occurring serine protease inhibitor poststatin was synthes