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    117106-20-4

    Catalog No. EBD14630

    CAS 117106-20-4

    Name (2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)butanoic acid

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    Basic Information

    Synonyms: Fmoc-N-Me-Thr(tBu)-OH O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine N-Fmoc-N-Methyl-O-Tert-Butyl-L-Threonine (2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)butanoicacid

    Molecular Formula: C24H29NO5

    Molecular Weight: 411.49

    MDL Number: MFCD02094431

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    (2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)butanoic acid is a protected, N-methylated derivative of the amino acid threonine. It features an N-terminal Fmoc (9-fluorenylmethoxycarbonyl) protecting group and a side-chain O-tert-butyl ether protection. The presence of the N-methyl group introduces conformational constraints and enhances metabolic stability in peptide sequences. This compound is a specialized, non-proteinogenic amino acid building block primarily used in solid-phase peptide synthesis (SPPS). The Fmoc group is selectively removable under basic conditions, allowing for sequential peptide chain elongation. The N-methylation reduces the number of hydrogen bond donors, often improving the bioavailability and membrane permeability of the resulting peptides. It is a critical reagent in the synthesis of complex peptides, peptidomimetics, and peptide-based drug candidates, particularly those requiring modified backbone structures. As a high-value, application-specific synthon, its primary market is in pharmaceutical research and development for constructing therapeutic peptides. It is not a commodity chemical and is handled as a fine chemical under standard laboratory safety protocols for organic compounds.
    Physical Properties

    Melting Point: 220-225 °C

    Boiling Point: 562.4 °C at 760 mmHg

    Flash Point: 293.9 °C

    Density: 1.185 g/cm3

    Storage: 2-8°C

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