Orthogonally protected, carboxy-activated L-homoisoserine, 2-methyl-L-homoisoserine, and homoisocysteine derivatives. New building blocks for peptide and depsipeptide modification

Abstract:

Starting from L-malic, L-citramalic, and rac. thiomalic acids routes to L-homoisoserine, 2-methyl-L-homoisoserine and rac. homoisocysteine have been developed. The new orthogonally protected and carboxy-activated building blocks are GABA as well as α-hydroxy and α-mercapto acid derivatives, suitable for the construction of peptide and depsipeptide surrogates. © Springer-Verlag 2005.

Año de publicación:

2005

Keywords:

• Thiomalic acid
• malic acid
• Hexafluoroacetone
• γ-Amino acids
• Arndt-Eistert reaction
• Wolff rearrangement
• Depsipeptide modification
• Azapeptides
• α-Mercapto acids
• Curtius rearrangement
• Citramalic acid
• Peptide modification
• α-Hydroxy acids

Fuente:

scopus

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