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(S)-1-Benzyl-3-pyrrolidinol is a chemical compound with a chiral center, meaning it has two enantiomers: (R)- and (S)-forms, which are non-superimposable mirror images of each other. The "(S)" designation indicates that the compound has a specific three-dimensional arrangement of atoms, according to the Cahn-Ingold-Prelog priority rules.
Pyrrolidinol refers to a structure derived from pyrrolidine, a five-membered nitrogen-containing ring, where one of the carbon atoms is substituted with a hydroxyl group (-OH) at the 3-position.
Benzyl group (C6H5-CH2) is attached to the 1-position of the pyrrolidine ring.
So, (S)-1-Benzyl-3-pyrrolidinol has the following features:
A pyrrolidine ring (a nitrogen-containing heterocycle).
A benzyl group (-CH2-C6H5) attached to the nitrogen atom in the 1-position.
A hydroxyl group (-OH) attached to the carbon in the 3-position of the pyrrolidine ring.
C10H15NO — This means the molecule consists of 10 carbon atoms, 15 hydrogen atoms, one nitrogen atom, and one oxygen atom.
(S)-1-Benzyl-3-pyrrolidinol is a chiral compound that has applications primarily in the fields of organic chemistry, medicinal chemistry, and the synthesis of pharmaceuticals. Here are some of its key applications:
Synthesis of Pharmaceutical Compounds: This compound can be used as a chiral intermediate in the synthesis of various bioactive molecules. Its stereochemistry (specifically, the (S)-enantiomer) can be important for the activity of the final product, particularly in the development of drugs that target specific biological receptors.
Chiral Ligands in Asymmetric Synthesis: (S)-1-Benzyl-3-pyrrolidinol is often employed as a chiral ligand in catalytic asymmetric reactions. In these reactions, it helps control the stereochemistry of the reaction products, which is crucial for creating molecules with desired properties, especially in pharmaceutical development.
Synthesis of Pyrrolidine Derivatives: Pyrrolidine and its derivatives, like this compound, are found in a range of natural products and biologically active molecules. (S)-1-Benzyl-3-pyrrolidinol may be used in the synthesis of other complex pyrrolidine-containing compounds.
Potential Therapeutic Use: The structure of (S)-1-Benzyl-3-pyrrolidinol may be explored for its own potential biological activities. Pyrrolidine derivatives often exhibit properties such as antimicrobial, antitumor, or anticonvulsant activity. However, further studies would be needed to determine its specific pharmacological effects.
Research Tool in Stereochemistry Studies: Because it is a chiral molecule, it can be used in research to better understand the role of chirality in molecular recognition, drug design, and enzyme interactions.
Overall, the compound has significant value in both academic research and practical applications, particularly in the synthesis of chiral compounds for drug development and other applications requiring precise stereochemical control.
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