3-Aminobicyclo[1.1.1]pentane-1-carboxylic Acid Derivatives: Synthesis and Incorporation into Peptides

3-Aminobicyclo[1.1.1]pentane-1-carboxylic Acid Derivatives: Synthesis and Incorporation into Peptides

We have developed an efficient synthesis of derivatives of 3‐aminobicyclo[1.1.1]pentane‐1‐carboxylic acid (7, 8, 9, and 10) starting from [1.1.1]propellane (3). These rigid analogues of γ‐aminobutyric acid have been incorporated into linear and cyclic peptides using solution chemistry and solid‐phas...

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Veröffentlicht in:European journal of organic chemistry 2004-02, Vol.2004 (3), p.493-498
Hauptverfasser: Pätzel, Michael, Sanktjohanser, Maximilian, Doss, Alexander, Henklein, Peter, Szeimies, Günter
Format: Artikel
Sprache:eng
Schlagworte:
Amino acids
Bicyclo[1.1.1]pentane
Peptides
Small ring systems
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Zusammenfassung:We have developed an efficient synthesis of derivatives of 3‐aminobicyclo[1.1.1]pentane‐1‐carboxylic acid (7, 8, 9, and 10) starting from [1.1.1]propellane (3). These rigid analogues of γ‐aminobutyric acid have been incorporated into linear and cyclic peptides using solution chemistry and solid‐phase techniques. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200300554