Boc-Inp-OH is a Boc-protected amino acid derivative featuring an amino acid backbone bearing a side chain consistent with "Inp" (an indole-containing or indole-like substituent) and a free carboxylic acid functionality, classifying it as a protected amino acid used as a building block rather than an unmodified natural amino acid. The molecule contains a carbamate-protected amino group (Boc), which masks the primary amine to control chemoselectivity during peptide coupling, while the carboxyl group remains available for activation and subsequent bond formation; stereochemistry is not specified in the product name. Boc-Inp-OH is employed in peptide synthesis workflows, including protected amino acid assembly strategies where stepwise incorporation of the indole-like side chain into peptide or peptidomimetic structures requires orthogonal functional group management.
CAT No: CP26068
CAS No:84358-13-4
Synonyms/Alias:84358-13-4;N-Boc-IsonipecoticAcid;1-(tert-butoxycarbonyl)piperidine-4-carboxylicacid;N-BOC-piperidine-4-carboxylicacid;1-Boc-piperidine-4-carboxylicacid;1-Boc-isonipecoticAcid;boc-inp-oh;174316-71-3;1-Boc-4-piperidinecarboxylicacid;boc-isonipecoticacid;boc-inp;1-(tert-Butoxycarbonyl)-4-piperidinecarboxylicacid;1-tert-Butoxycarbonylpiperidine-4-carboxylicacid;1-(tert-Butoxycarbonyl)isonipecoticAcid;1-(1,1-Dimethylethyl)1,4-piperidinedicarboxylicacid;1-[(Tert-Butoxy)Carbonyl]Piperidine-4-CarboxylicAcid;BOC-DL-INP-OH;NSC693924;n-boc-dl-isonipecoticacid;boc-piperidine-4-carboxylicacid;n-boc-piperidyl-4-carboxylicacid;1-(t-butoxycarbonyl)piperidine-4-carboxylicacid;n-tert-butoxycarbonyl-4-piperidinecarboxylicacid;Isonipecoticacid,N-BOCprotected;1-n-boc-4-piperidinecarboxylicacid
Chemical Name:N-t-Butyloxycarbonyl-isonipecotic acid, N-t-Butyloxycarbonyl-piperidine-4-carboxylic acid
Boc-Inp-OH is a Boc-protected amino acid derivative built around the Inp side chain, supplied as a protected carboxylic acid suitable for peptide and peptidomimetic assembly. The N-terminus is masked with a Boc group, which supports controlled coupling in protected-amino-acid workflows used for constructing defined sequences and intermediates. As a protected building block, it is typically handled in organic synthesis and peptide chemistry settings where orthogonal deprotection and downstream condensation steps are required.
1. Peptide Intermediate Synthesis
Boc-Inp-OH is commonly used by peptide chemistry groups to prepare defined amino-acid segments and advanced intermediates for custom peptide synthesis. The Boc-protected amine enables stepwise assembly strategies in which the amino functionality is held in a protected state until the sequence is ready for coupling. Researchers developing peptide libraries, segment condensations, or multi-step intermediate routes rely on this type of protected amino acid to maintain chemoselectivity across reactive functional groups present in the growing peptide chain.
2. Solid-Phase Peptide Building Blocks
Boc-Inp-OH is used in solid-phase peptide synthesis workflows where protected amino acid building blocks are incorporated as part of controlled sequence construction. Peptide synthesis teams select Boc-protected amino acid derivatives when they want to integrate a specific residue identity while keeping the N-terminus protected during resin loading, coupling, and iterative chain elongation. This reagent format is especially relevant for developing peptides that require precise residue placement and for producing synthesis-grade intermediates that can be carried forward into further purification and characterization.
3. Peptidomimetic And SAR Studies
Boc-Inp-OH is also applied in medicinal chemistry and peptidomimetic development as a protected amino acid building block for structure-activity relationship (SAR) synthesis. Medicinal chemistry teams use protected residues to construct analog series where the side-chain identity must be introduced reliably into peptide-like scaffolds or constrained analogs. By using a protected form, developers can assemble analogs with consistent functional group handling across parallel synthesis campaigns, supporting downstream purification and analytical comparison of structure-defined compounds.
4. Pharmaceutical Intermediate Development
Boc-Inp-OH serves as a practical pharmaceutical intermediate in synthetic programs that require a protected amino acid derivative as a controlled input for later-stage coupling or elaboration. Process and development chemists value Boc-protected amino acid building blocks for their predictable behavior in protected-intermediate supply chains, enabling scalable preparation of defined fragments used in larger synthetic routes. This makes Boc-Inp-OH relevant to teams preparing sequence-specific intermediates for research-grade compound manufacture and for route development where isolation of well-defined protected intermediates is advantageous.
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