L-Prolinamide from TCI is an amide derivative of the amino acid L-proline in which the carboxylic acid group of proline has been converted into a primary amide. The compound keeps proline's pyrrolidine ring and its natural L-configuration, which places it among the chiral building blocks used in asymmetric synthesis. In the laboratory, L-Prolinamide serves as a starting material for peptide and peptidomimetic synthesis, as a precursor to chiral organocatalysts, and as an intermediate in the preparation of various pharmaceutical compounds that contain a proline unit.
The combination of a cyclic secondary amine and an amide group gives L-Prolinamide two points of interaction: the nucleophilic pyrrolidine nitrogen and the amide N-H group, which can act as a hydrogen-bond donor. For this reason, prolinamide and its derivatives are widely studied in organocatalysis, for example in asymmetric aldol and Michael reactions that proceed through enamine intermediates. The amide group can be modified to tune selectivity, while the rigid pyrrolidine framework helps control the geometry of the transition state so that a particular enantiomeric product is favoured.
Organic chemistry laboratories in Indonesia that research metal-free catalysts will find L-Prolinamide a practical starting point for building and testing chiral organocatalyst systems. University research groups working on asymmetric synthesis, peptide chemistry teams preparing proline-containing sequences, and pharmaceutical development laboratories handling proline-based intermediates can all use this compound as a dependable chiral building block. It also fits well in teaching and research projects that explore enamine catalysis and stereocontrol in carbon-carbon bond-forming reactions.
TCI brochures (PDF)
- Asymmetric Organocatalysts 2025-06-12 · p. 7
- Chiral Building Blocks 2025-04-14 · p. 2
- Peptide and peptidomimetic synthesis: L-Prolinamide supplies a proline unit with a ready-made primary amide end, so it is a convenient starting material for building peptide and peptidomimetic structures.
- Chiral organocatalyst preparation: its retained L-configuration and pyrrolidine ring make it a useful precursor for chiral organocatalysts, and the amide group can be modified to tune selectivity.
- Asymmetric aldol reactions: prolinamide-based catalysts work through enamine intermediates, and the amide N-H hydrogen-bond donor helps steer the reaction toward a preferred enantiomeric product.
- Asymmetric Michael additions: the nucleophilic pyrrolidine nitrogen forms enamine intermediates, while the rigid ring framework helps control transition-state geometry and therefore the stereochemical outcome.
- Pharmaceutical intermediate synthesis: L-Prolinamide acts as an intermediate in the preparation of various pharmaceutical compounds that contain a proline unit, giving a defined chiral centre from the start.
| Brand | TCI (product code P1382) |
|---|---|
| CAS number | 7531-52-4 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Building Blocks |
| Pack sizes | available in the pack sizes offered by TCI for this product code; please confirm with our team when ordering |
| Physical form | refer to the TCI certificate of analysis and product label |
| Storage | follow the storage conditions stated on the TCI label and safety data sheet |
Store L-Prolinamide in its original, tightly closed TCI container in a cool, dry, well-ventilated area, away from moisture, direct sunlight, and incompatible substances such as strong oxidizing agents. Always follow the specific storage temperature and conditions on the product label and safety data sheet. Reseal the container promptly after each use to protect the chiral material from moisture and contamination. Handle the compound in a well-ventilated area or fume hood, and wear suitable personal protective equipment such as laboratory gloves, safety glasses, and a lab coat. Avoid creating dust, avoid contact with skin and eyes, and dispose of waste according to local regulations and institutional laboratory procedures.
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Product Categories
- Asymmetric SynthesisChiral Building BlocksChiral Heterocyclic Building Blocks
- Asymmetric SynthesisChiral Catalysts, Chiral Ligands, Chiral ReagentsProline-Based Organocatalysts [Asymmetric Synthesis]
- Building BlocksChiral Building BlocksChiral Heterocyclic Building Blocks
- Catalysis and Inorganic ChemistryOrganocatalysts [Catalysis]Asymmetric Organocatalysts
- Chemical BiologyPeptide ChemistryAmino Acid Derivatives [Peptide Chemistry]
- Pharmaceutical Development and Drug Discovery Research ReagentsPeptide ChemistryAmino Acid Derivatives [Peptide Chemistry]
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