Product Description:
L-tert-Leucine, CAS 20859-02-3, is a non-proteinogenic amino acid, meaning it is not one of the 20 common amino acids incorporated into proteins during translation. It is a chiral building block and an analogue of the essential amino acid L-leucine, characterized by a bulky tert-butyl side chain. This unique structure makes it valuable in organic synthesis, particularly in asymmetric catalysis and as a component in pharmaceutical compounds where steric hindrance or specific chirality is desired.
Product Properties:
Property Value Chemical Name L-tert-Leucine Other Names (S)-2-Amino-3,3-dimethylbutanoic acid; (S)-alpha-Amino-beta,beta-dimethylbutyric acid CAS Number 20859-02-3 Molecular Formula C₆H₁₃NO₂ Molecular Weight 131.17 g/mol Appearance Typically a white to off-white crystalline powder or solid Solubility Soluble in water; sparingly soluble in some organic solvents. Melting Point Greater than 300 °C (decomposes) (may vary depending on purity) Optical Rotation Specific rotation values vary based on conditions (e.g., [α]²⁰/D +9.5 to +11.5° (c=2, 5M HCl)) Purity Available in various purity grades, often >98% or >99% for synthetic and pharmaceutical applications. Storage Recommended to store in a cool, dry place, tightly sealed, away from incompatible materials. Product Usage:
L-tert-Leucine is primarily used as a specialized building block and chiral auxiliary in chemical synthesis, particularly within the pharmaceutical and fine chemical industries.
- Chiral Auxiliary & Ligand Synthesis: Its well-defined stereochemistry and bulky tert-butyl group make it an excellent chiral auxiliary or precursor for chiral ligands used in asymmetric synthesis. For example, it can be incorporated into catalysts to control the stereochemical outcome of reactions, leading to enantiomerically pure products.
- Pharmaceutical Intermediate: L-tert-Leucine is used as a key intermediate in the synthesis of various active pharmaceutical ingredients (APIs). Its unique structure can impart desirable properties to drug candidates, such as increased metabolic stability or specific receptor interactions. An example is its use in the synthesis of certain antiviral or anticancer agents.
- Peptide Synthesis: Incorporated into synthetic peptides or peptidomimetics to introduce conformational constraints or to study structure-activity relationships. The bulky side chain can influence peptide folding and receptor binding.
- Research Chemical: Utilized in academic and industrial research for developing new synthetic methodologies and exploring novel chemical entities.
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