Publication: A new 2H-Azirin-3-amine as a synthon for 2-Methylaspartate
A new 2H-Azirin-3-amine as a synthon for 2-Methylaspartate
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Brun, K. A., & Heimgartner, H. (2005). A new 2H-Azirin-3-amine as a synthon for 2-Methylaspartate. Helvetica Chimica Acta, 88(11), 2951–2959. https://doi.org/10.1002/hlca.200590238
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The synthesis of a novel 2,2-disubstituted 2H-azirin-3-amine 3a as a building block for racemic Asp(2Me) is described. This synthon contains an ester group in the side chain. The reaction of 3a with thiobenzoic acid and the amino acid Z-Val-OH yielded the racemic monothiodiamide 10a and the dipeptide 11 as a mixture of diastereoisomers, respectively (Scheme 2). In 11, each of the protecting groups was removed selectively (Scheme 3). First attempts toward the preparation of enantiomerically pure synthons for Asp(2Me) with a chiral auxi
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- Brun, Kathrin A
- Heimgartner, Heinz
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F. Hoffmann-La Roche AG, Basel
Stiftung für wissenschaftliche Forschung an der Universität Zürich
Prof. Dr. Hans E. Schmid-Stiftung
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Brun, K. A., & Heimgartner, H. (2005). A new 2H-Azirin-3-amine as a synthon for 2-Methylaspartate. Helvetica Chimica Acta, 88(11), 2951–2959. https://doi.org/10.1002/hlca.200590238
