Product Description
L-Prolinamide is a derivative of the amino acid L-proline, where the carboxylic acid group has been converted into a primary amide. This modification makes it a valuable chiral building block and organocatalyst in synthetic chemistry. It is particularly recognized for its role in facilitating asymmetric reactions, such as aldol condensations and Michael additions, allowing for the creation of specific stereoisomers. Its structural properties make it a key intermediate in the synthesis of complex pharmaceutical compounds and fine chemicals.
Product Properties
Property Value CAS Number 7531-52-4 Chemical Formula C₅H₁₀N₂O Molar Mass 114.15 g/mol Appearance White to off-white crystalline solid Melting Point 104 to 107 °C (219 to 225 °F; 377 to 380 K) Boiling Point 248.5 °C at 760 mmHg Solubility Soluble in water and polar organic solvents Synonyms (S)-Prolinamide, (S)-Pyrrolidine-2-carboxamide Product Usage
L-Prolinamide is a highly effective reagent with several critical applications in organic synthesis:
- Organocatalysis: It is widely used as a catalyst in asymmetric synthesis to produce enantiomerically enriched products. For example, it is a classic catalyst for asymmetric direct aldol reactions between ketones and aldehydes.
- Chiral Ligand: Acts as a precursor for the synthesis of more complex chiral ligands used in transition-metal-catalyzed reactions.
- Pharmaceutical Intermediate: Serves as a key building block in the development of active pharmaceutical ingredients (APIs) that require specific stereochemistry for their biological activity.
- Asymmetric Synthesis: Employed as a chiral auxiliary or resolving agent to separate enantiomers or guide the stereochemical outcome of a reaction.
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