Azetidines
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Azetidines
Azetidine is a Saturated and unsaturated compounds, saturated heterocyclic organic compound containing three carbon atoms and one nitrogen atom. It is a liquid at room temperature with a strong odor of ammonia and is strongly Base (chemistry)#Strong bases, basic compared to most secondary amines. Synthesis and occurrence Azetidines can be prepared by reduction of azetidinones (β-lactams) with lithium aluminium hydride. Even more effective is a mixture of lithium aluminium hydride and aluminium trichloride, a source of "AlClH2" and "AlCl2H". Azetidine can also be produced by a multistep route from 3-Amino-1-propanol, 3-amino-1-propanol. Regio- and diastereoselective synthesis of 2-arylazetidines could be performed from appropriately substituted oxiranes via ring transformation. It is controlled by Baldwin's Rules with remarkable functional group tolerance. The Paternò−Büchi reaction has Aza Paternò−Büchi reaction, an ''aza'' analogue. Azetidine and its derivatives ar ...
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Azetidine-2-carboxylic Acid
Azetidine-2-carboxylic acid (abbreviated Aze or Azc) is a plant Non-proteinogenic amino acids, non-protein amino acid homologue of proline with the molecular formula C4H7NO2. Aze is a heterocyclic, 4 membered ring with nitrogen as its heteroatom (an azetidine), and a carboxylic acid group substituted on one of the ring carbon atoms. The main difference between Aze and proline is the ring of Aze has four members and the ring of proline has five. Aze has the ability to act as an analog of proline and can be incorporated into proteins in place of proline. Synthesis Optically inactive Aze was obtained in small yield from the neurotransmitter GABA by α-bromination, followed by removal of hydrogen bromide from the intermediate γ-amino-α-bromobutyric acid and ring closure by treatment with a barium hydroxide solution. An optically active Aze was obtained by treatment of α,γ-diaminobutyric acid dihydrochloride with a mixture of nitrous and hydrochloric acids to yield γ-amino-α-c ...
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