Boc-Phe-OSu

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP27066

CAS No:3674-06-4

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C18H22N2O6
M.W/Mr.
362.38

Boc-Phe-OSu is a Boc-protected phenylalanine N-hydroxysuccinimide ester (OSu), providing an activated carboxylate for efficient amide bond formation while retaining the α-amino group protection required for controlled peptide and intermediate synthesis. The activated ester functionality makes it a widely used coupling reagent/activated amino acid building block for assembling peptide segments and for preparing phenylalanine-containing amide derivatives under conditions compatible with standard organic and peptide chemistry workflows. Researchers rely on the defined Boc protection pattern to manage reactivity and downstream deprotection steps during synthesis and conjugation-oriented intermediate development.

1. Peptide Segment Coupling

Boc-Phe-OSu is used as an activated phenylalanine derivative for peptide segment condensation, where the OSu ester enables rapid formation of an amide linkage with an appropriate nucleophile such as an amino-functional peptide fragment or protected amino component. Peptide synthesis groups and custom peptide manufacturers select this reagent when they want a Boc-protected phenylalanine building block that couples efficiently without requiring pre-activation of the carboxylic acid. The Boc group provides a predictable protection state for the α-amino functionality, supporting iterative assembly strategies in solution-phase workflows and in intermediate preparation prior to final deprotection and purification.

2. Amide-Bond Intermediate Synthesis

Boc-Phe-OSu is frequently employed to generate phenylalanine-containing amide intermediates for medicinal chemistry and pharmaceutical intermediate development, especially when a controlled introduction of the phenylalanine carboxylate into an amide is required. Organic synthesis teams use the OSu activation to drive coupling with amines under standard laboratory conditions, producing Boc-protected amide products that can be carried forward into subsequent steps such as functional group adjustments or final deprotection. This reagent is particularly useful when the downstream sequence benefits from maintaining Boc protection on the amino terminus during multi-step intermediate elaboration.

3. Bioconjugation Linker Preparation

Boc-Phe-OSu is also used in chemical biology workflows to prepare phenylalanine-based amide linkers and conjugation-ready intermediates, where an OSu-activated carboxylate provides efficient coupling to primary amine nucleophiles on biomolecule scaffolds or linker molecules. Researchers in bioconjugation and materials chemistry often generate Boc-protected amide intermediates first, then use subsequent deprotection and purification steps to obtain defined conjugation components for attaching to proteins, peptides, or polymer backbones. The combination of a reactive activated ester and a protected amino group helps maintain synthetic control over which functionality is engaged during early stages of linker construction.

4. Analytical Reference Derivative Building

Boc-Phe-OSu is used to prepare defined phenylalanine-containing amide derivatives that serve as analytical standards or method-development compounds in LC-MS and related characterization workflows. Analytical chemistry groups leverage the OSu activation to obtain clean, well-defined Boc-protected amide products that can be used to confirm identity, monitor coupling efficiency, or support mass-based method calibration for intermediate tracking. Because the product provides a controlled protection pattern on the phenylalanine amino functionality, it is often selected when consistent fragmentation behavior and predictable molecular mass are important for verification of synthetic intermediates.

Size
5 g;25 g;

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