Chemistry Heterocyclic Building Blocks Pyrrolidines
Pyrrolidine, which has the molecular formula (CH2)4NH, is an organic compound that goes by the name tetrahydropyrrole. It belongs to the category of cyclic secondary amines and is classified as a saturated heterocycle.
Pyrrolidine exhibits typical basicity observed in other dialkyl amines. However, due to its cyclic structure, it is more compact than many secondary amines, which distinguishes it from them.
Pyrrolidine serves as a foundational component for constructing intricate organic molecules. It operates by producing enamines, which activate ketones and aldehydes and enable nucleophilic addition. This mechanism, such as the Stork enamine alkylation, can be employed in synthesizing complex organic compounds.
Due to its wide range of promising biological activities such as antitumor, analgesic, anti-inflammatory, antimicrobial, antioxidant, and antihistaminic activities, drugs containing pyrrolidine as a core structure have garnered interest.
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(S)-1-(2-Chloroacetyl)pyrrolidine-2-carbonitrile
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(S)-4-(Pyrrolidin-3-yl)thiomorpholine 1,1-dioxide dihydrochloride
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(2R,4S)-4-Hydroxypyrrolidine-2-carboxylic acid
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(S)-2-Hydroxy-1-(pyrrolidin-1-yl)propan-1-one