L-Prolinol from TCI, also known as (S)-2-pyrrolidinemethanol, is a chiral amino alcohol derived from the naturally occurring amino acid L-proline by reduction of its carboxylic acid group. It is an important chiral building block in asymmetric synthesis. In the laboratory, L-Prolinol is used as a starting material for chiral auxiliaries, ligands, and organocatalysts that steer a reaction toward producing mainly one enantiomer. This matters especially in medicinal chemistry, where the biological activity of a drug often depends on its three-dimensional configuration.
L-Prolinol is valued because it carries a well-defined chiral configuration from a natural source. It also has a rigid pyrrolidine ring and two functional groups: a secondary amine and a primary alcohol. The rigid ring helps create an effective chiral environment around the reaction centre, and the two functional groups allow many different modifications. From L-Prolinol, researchers can prepare well-known auxiliaries such as SAMP, amino alcohol ligands for enantioselective organometallic additions, and a range of pyrrolidine-based organocatalyst derivatives. This mix of fixed stereochemistry and synthetic flexibility makes it a practical, dependable choice for building chiral molecules.
In Indonesia, L-Prolinol is relevant to research groups working in asymmetric synthesis and organocatalysis, in both university chemistry departments and pharmaceutical research laboratories. It suits academic projects that develop new chiral catalysts and ligands, as well as medicinal chemistry programmes where controlling stereochemistry is essential to making enantiomerically enriched intermediates. Because the TCI brand is widely recognised, laboratories can rely on consistent material when reproducing published synthetic procedures or building in-house libraries of chiral reagents for longer-term research.
TCI brochures (PDF)
- Chiral Building Blocks 2025-04-14 · p. 2
Related TCI products
- TCI B3077 69610-40-8 N-(tert-Butoxycarbonyl)-L-prolinol
- TCI B3076 83435-58-9 N-(tert-Butoxycarbonyl)-D-prolinol
- TCI P1274 68832-13-3 D-Prolinol
- TCI C3332 6216-63-3 N-Carbobenzoxy-L-prolinol
- TCI C3255 95687-41-5 N-Carbobenzoxy-trans-4-hydroxy-L-prolinol
- TCI B3273 170491-63-1 N-(tert-Butoxycarbonyl)-DL-prolinol
- Chiral auxiliary preparation: L-Prolinol is the starting material for auxiliaries such as SAMP, whose rigid pyrrolidine framework controls the stereochemical outcome of the reactions it directs.
- Chiral ligand synthesis: its secondary amine and primary alcohol can be modified to give amino alcohol ligands used in enantioselective organometallic addition reactions in research settings.
- Organocatalyst development: L-Prolinol serves as a core scaffold for pyrrolidine-based organocatalyst derivatives, so researchers can design catalysts that favour formation of a single enantiomer.
- Medicinal chemistry research: its defined configuration from natural L-proline helps chemists build stereochemically controlled intermediates where biological activity depends on three-dimensional molecular structure.
- Teaching and methodology studies: as a clear example of a chiral building block from the natural chiral pool, it is useful for demonstrating asymmetric synthesis principles in advanced laboratory work.
| Brand | TCI (product code P1087) |
|---|---|
| CAS number | 23356-96-9 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Building Blocks |
| Pack sizes | please check the available pack sizes listed on this product page |
| Physical form | refer to the TCI product label and Certificate of Analysis for confirmed physical form and recommended storage conditions |
| Storage | — |
- Synonym: (S)-2-pyrrolidinemethanol
Store L-Prolinol in its original, tightly closed container in a cool, dry, well-ventilated area, away from direct sunlight, heat sources, and incompatible materials such as strong oxidising agents and acids. Keep the container sealed when not in use to limit exposure to air and moisture. Always follow the storage conditions given on the TCI label and Safety Data Sheet. Handle the material in a fume hood or well-ventilated workspace, and wear suitable personal protective equipment, including chemical-resistant gloves, safety glasses, and a laboratory coat. Avoid contact with skin and eyes and avoid breathing in vapours. Dispose of waste according to institutional and local chemical safety regulations.
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Product Categories
- Asymmetric SynthesisChiral Building BlocksChiral Heterocyclic Building Blocks
- Building BlocksChiral Building BlocksChiral Heterocyclic Building Blocks
- Chemical BiologyPeptide ChemistryAmino Acid Derivatives [Peptide Chemistry]
- Pharmaceutical Development and Drug Discovery Research ReagentsPeptide ChemistryAmino Acid Derivatives [Peptide Chemistry]
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