Enantiopure C2-symmetric azepanes have been synthesized on solid support as scaffolds for the synthesis of peptidomimetics in combinatorial chemistry. The key step involves Rink resin as a formal equivalent of ammonia in the nucleophilic opening of L-iditol bis-epoxide.
Solid-phase synthesis of diketopiperazines, useful scaffolds for combinatorial chemistry
β Scribed by Montserrat del Fresno; Jordi Alsina; Miriam Royo; George Barany; Fernando Albericio
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 306 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Diketopiperazines, which are cyclic dipeptides, are often formed by a side reaction of solid-phase peptide synthesis. Using the new "Backbone Amide Linker," this chemistry can be conveniently harnessed for the intentional preparation of diketopiperazines. These products will be useful scaffolds for combinatorial chemistry, since they incorporate three different points of diversity: both amino acid side-chains and one (of the two) amide bonds.
π SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract For Abstract see ChemInform Abstract in Full Text.
The first synthesis of a combinatorial library using double combinatorial chemistry is presented. Coupling of unprotected Fmoc-tyrosine to the solid support was followed by Mitsunobu O-alkylation. Introduction of a diacid linker yields a system in which the double combinatorial step can be demonstra