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    47355-10-2

    Catalog No. EBD965

    CAS 47355-10-2

    Name N-(tert-Butoxycarbonyl)-N'-formyl-L-tryptophan

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    Basic Information

    Synonyms: N-(tert-Butoxycarbonyl)-N'-formyl-L-tryptophan N(alpha)-boc-N(in)-formyl-L-tryptophan na-T-boc-N-in-formyl-L-tryptophan Boc-Trp(CHO)-OH N-alpha-t-butyloxycabonyl-N-formyl-L-tryptophane Nalpha-(tert-Butoxycarbonyl)-N1-formyl-L-tryptophan N-(tert-butoxycarbonyl)-1-formyl-L-tryptophan N-α-Boc-N-in-formyl-L-tryptophan Boc-Trp(For)-OH

    Molecular Formula: C17H20N2O5

    Molecular Weight: 332.35

    MDL Number: MFCD00065992

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    N-Boc-N'-formyl-L-tryptophan is a protected amino acid derivative featuring an indole ring (tryptophan side chain) and both a tert-butoxycarbonyl (Boc) protecting group on the alpha-amino group and a formyl group on the indole nitrogen. This specific combination of protecting groups makes it a specialized chiral building block. Its primary and most significant application is in the field of peptide synthesis and medicinal chemistry as a key intermediate. The Boc group is a standard, acid-labile protecting group for amines in solid-phase peptide synthesis (SPPS) using the Boc/Benzyl strategy. The N-formyl group on the indole ring serves to protect the reactive nitrogen during synthesis, preventing unwanted side reactions. This compound is crucial for the controlled incorporation of modified tryptophan residues into peptide sequences, which is essential for developing peptide-based drugs, enzyme inhibitors, and biochemical probes. As a non-natural, protected amino acid, it is not a commodity chemical but a high-value research reagent. Its use is almost exclusively directed towards the synthesis of more complex bioactive molecules, firmly placing it within the pharmaceutical R&D pipeline.
    Physical Properties

    Melting Point: ~100 °C (dec.)

    Density: 1.26 g/cm3

    Storage: −20°C

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