Alpha-imino acid and derivatives
Alpha-imino acids and their derivatives are a class of unique nitrogen-containing amino acids that exhibit properties distinct from conventional α-amino acids. These compounds, which include α-hydroxyimines and α-amidinates, possess a double bond between the carbon atom at position 1 (α-carbon) and the nitrogen atom, differing in structure from canonical α-amino acids by their imine or amidate functional group.
In organic synthesis, alpha-imino acids are valuable intermediates for constructing complex molecules due to their unique reactivity. They can undergo various reactions such as Michael additions, conjugate additions, and nucleophilic substitutions, which provide versatile synthetic routes for synthesizing a wide range of compounds including peptides, pharmaceuticals, and materials.
The derivatives of these alpha-imino acids often offer enhanced stability or altered functional groups, making them particularly useful in medicinal chemistry where they can be used as precursors to drug development. Their ability to form stable cyclic structures also makes them interesting candidates for polymer synthesis and other applications requiring well-defined molecular architectures.
Overall, the versatile nature and unique reactivity of alpha-imino acids and their derivatives make them indispensable tools in modern chemical research and industrial applications.
| Structure | Chemical Name | CAS | MF |
|---|---|---|---|
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(E)-3-[2-(Methyl-aci-nitro)acetylamino]acrylic acid | 3552-16-7 | C6H8N2O5 |
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Rogersonin A | 2307612-94-6 | C27H31N3O8 |
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methyl [(1E)-2-{[(1E)-3-amino-3-oxoprop-1-en-1-yl]amino}-2-oxoethylidene]azinate | 998-90-3 | C6H9N3O4 |
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Rogersonin B | 2307612-95-7 | C27H31N3O8 |
Related Literature
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Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
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