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    103733-29-5

    Catalog No. EBD221092

    CAS 103733-29-5

    Name (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid t-butyl ester hydrochloride

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    Basic Information

    Synonyms: (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylicacidt-butylesterhydrochloride D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylicacid-t-butylester.HCl

    Molecular Formula: C14H20ClNO2

    Molecular Weight: 269.77

    MDL Number: MFCD00672372

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid t-butyl ester hydrochloride is a chiral organic compound featuring a tetrahydroisoquinoline scaffold with a carboxylic acid tert-butyl ester group. The hydrochloride salt form enhances its stability and handling properties. The (R)-configuration at the 3-position is a critical structural feature for its biological activity and synthetic utility. This compound is primarily employed as a key chiral building block in pharmaceutical research and development. Its core structure is a privileged scaffold found in numerous bioactive molecules, particularly in the synthesis of peptide mimetics and peptidomimetics. It serves as a crucial intermediate for constructing constrained amino acid analogs, which are incorporated into drug candidates targeting various diseases, including central nervous system disorders and cancer. The tert-butyl ester group acts as a common protecting group for the carboxylic acid, facilitating subsequent synthetic transformations. As a high-value chiral intermediate, it is widely used in medicinal chemistry for structure-activity relationship (SAR) studies and the synthesis of complex molecules. Its application underscores the importance of chiral, non-natural amino acid derivatives in modern drug discovery programs aimed at improving metabolic stability and receptor selectivity.
    Physical Properties
    mg g kg ml l t