Publication: Highly Constrained Linear Oligopeptides Containing Heterocyclic alpha-Amino Carboxylic Acids
Highly Constrained Linear Oligopeptides Containing Heterocyclic alpha-Amino Carboxylic Acids
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Stoykova, S. A., Linden, A., & Heimgartner, H. (2013). Highly Constrained Linear Oligopeptides Containing Heterocyclic alpha-Amino Carboxylic Acids. Helvetica Chimica Acta, 96(9), 1714–1732. https://doi.org/10.1002/hlca.201300062
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Two spiroheterocyclic 2H-azirin-3-amines, 1f and 1g, were shown to be useful synthons for the dipeptides N-(4-aminotetrahydro-2H-pyran-4-yl)prolinate (Thp-Pro) and the corresponding thiopyran derivative, Tht-Pro, respectively. By coupling of 4-bromobenzoic acid with 1f or 1g and saponification, followed by repeating the coupling and saponification steps, oligopeptides of type 4-BrBz-(Thp-Pro)n-OMe and 4-BrBz-(Tht-Pro)n-OMe were prepared, and their conformations were evaluated in solution by NMR techniques and in the crystalline state
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Stoykova, S. A., Linden, A., & Heimgartner, H. (2013). Highly Constrained Linear Oligopeptides Containing Heterocyclic alpha-Amino Carboxylic Acids. Helvetica Chimica Acta, 96(9), 1714–1732. https://doi.org/10.1002/hlca.201300062