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Use of Alloc-amino acids in solid-phase peptide synthesis. Tandem deprotection-coupling reactions using neutral conditions

✍ Scribed by Nathalie Thieriet; Jordi Alsina; Ernest Giralt; François Guibé; Fernando Albericio

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
286 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

The use of Alloc group in SPPS for the N t~ protection of amino acids is an alternative to the Boc and Fmoc protecting groups. The smooth removal of Alloc group in neutral conditions with catalytic amounts of Pd(PPh3)4 in the presence of PhSiH3 as a scavenger for the allyl system permits orthogonality with the most common protecting groups. Furthermore, a tandem deprotection-coupling reaction allows the suppression of DKP formation in cases where this side reaction is troublesome.

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