Home Chemistry Heterocyclic Building Blocks Azetidines Azetidin-2-One
Ring Opening Reactions: Azetidin-2-one can undergo ring opening reactions to form various compounds. This can be done through nucleophilic attack at the carbonyl group. For example, it can react with amines to open the ring and form β-amino acids.
Nucleophilic Addition: Nucleophiles can attack the carbonyl carbon, leading to the addition of various nucleophiles to the β-lactam ring. For example, Grignard reagents or organolithium compounds can be used for nucleophilic addition reactions.
Ring Contraction: Azetidin-2-one can undergo a ring contraction to form three-membered rings. This often involves the breaking of one of the carbon-carbon bonds in the ring.
Cleavage Reactions: Azetidin-2-one can undergo cleavage reactions to break the ring and form different compounds.
Reduction Reactions: Azetidin-2-one can be reduced to form β-lactams, which are important intermediates in the synthesis of various pharmaceuticals.
Cyclization Reactions: Azetidin-2-one can be used as a starting material for cyclization reactions, forming different heterocyclic compounds.
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(2S,3S)-3-Amino-2-methyl-4-oxoazetidine-1-sulfonic acid
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(S)-3-Amino-2,2-dimethyl-4-oxoazetidin-1-yl hydrogen sulfate
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(R)-2-((2S,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)propanoic acid
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(2R,3R)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl acetate
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