L-tert-leucine (alias: (S)-2-amino-3,3-dimethylbutyric acid) is a non-natural chiral amino acid. It appears as white crystals or white powder at room temperature, is odorless, and has good water solubility. The α-carbon atom in its molecular structure is attached to a bulky tert-butyl group, resulting in a remarkable steric hindrance effect, which endows it with unique stereochemical stability. It is often used as a chiral source in asymmetric synthesis.
Physical & Chemical Properties
Molecular FormulaC6H13NO2
Density:1.038g/cm³g/cm³
Boiling Point:217.7℃
Solubility:
Freely soluble in water, methanol and ethanol; slightly soluble in other organic solvents.
Molecular Weight:131.17g/mol
Flash Point:85.5℃
Melting Point:≥300℃
Uses
1. Pharmaceutical Intermediate (Core Application):Serves as a key chiral building block for the synthesis of protease inhibitors, including anti-HIV drugs (Atazanavir) and anti-HCV drugs (Telaprevir, Boceprevir).
2. Chiral Catalysts & Ligands:Used in the preparation of chiral phosphine ligands and small organic molecule catalysts, which are widely applied in asymmetric catalytic synthesis and kinetic resolution reactions.
3. Peptide Synthesis:Incorporated into polypeptide chains to enhance their resistance to enzymatic degradation, thereby facilitating the development of long-acting peptide pharmaceuticals.
4. Others:Can be utilized as a food additive (flavor regulator) and an intermediate for specialty chemical synthesis.