𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Solid-phase synthesis of amino amides and peptide amides with unnatural side chains

✍ Scribed by William L Scott; Francisca Delgado; Karen Lobb; Richard S Pottorf; Martin J O'Donnell


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
86 KB
Volume
42
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


Unnatural amino amides and peptide amides can be synthesized, using solid-phase chemistry, from glycine attached directly (or through an intervening peptide sequence) to a Rink resin. The glycine is converted to an activated benzophenone imine derivative, followed by C-alkylation and hydrolysis. This sequence provides a mild, high yielding route to Rink resin-bound racemic, unnatural, amino amides and di-and tripeptide amides. Cleavage with trifluoroacetic acid provides the final amide products in good yield and purity.


πŸ“œ SIMILAR VOLUMES


Synthesis of cyclic peptide hybrids with
✍ Marta Planas; Eduard Bardajı́; George Barany * πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 102 KB

Head-to-tail cyclic peptides with hybrid side-chains have been synthesized by solid-phase assembly of the linear sequences, followed by PyAOP/HOAt/DIEA-mediated cyclization either while resin-bound or, after cleavage, in solution.