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    51482-39-4

    Catalog No. EBD42366

    CAS 51482-39-4

    Name (S)-Methyl 2-amino-3-(4-(tert-butoxy)phenyl)propanoate hydrochloride

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    Basic Information

    Synonyms: H-Tyr(tBu)-OMe.HCl H-Tyr(But)-OMe*HCl O-tert-Butyl-L-tyrosinemethylesterhydrochloride methylO-tert-butyl-L-tyrosinatehydrochloride methylO-tert-butyl-L-tyrosinate H-Tyr(Tbu)-OmeHcl H-Tyr(tBu)-OMe·HCl (S)-Methyl2-amino-3-(4-(tert-butoxy)phenyl)propanoatehydrochloride

    Molecular Formula: C14H22ClNO3

    Molecular Weight: 287.78

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    O-tert-Butyl-L-tyrosine methyl ester hydrochloride is a protected derivative of the natural amino acid L-tyrosine. It features a tert-butyl ether protecting group on the phenolic hydroxyl side chain and a methyl ester on the carboxyl group, with the hydrochloride salt form enhancing its stability and handling properties. The compound retains the chiral L-configuration at the alpha-carbon, making it a valuable chiral building block. This compound is primarily used as a key intermediate in the synthesis of peptide-based pharmaceuticals and bioactive molecules. The tert-butyl group protects the tyrosine side chain during solid-phase peptide synthesis (SPPS) or solution-phase coupling reactions, preventing unwanted side reactions. It is particularly important in the production of complex peptides where tyrosine's phenolic functionality must be preserved until a specific deprotection step. Its application is central to medicinal chemistry research and the development of peptide drugs, hormone analogs, and enzyme inhibitors. As a protected, enantiomerically pure amino acid derivative, it is a fundamental reagent for constructing peptides with defined structure and biological activity.
    Physical Properties

    Boiling Point: 343.8 °C at 760 mmHg

    Flash Point: 118.4 °C

    Storage: 2-8°C

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