4-Amino-1-Boc-piperidine-4-carboxylic acid is a protected, non-natural amino acid derivative featuring a piperidine ring bearing a carboxylic acid at the 4-position and a primary amino group at the same carbon, classifying it as an amino acid-like building block with additional cyclic constraint. The molecule contains a tert-butoxycarbonyl (Boc) protecting group on the ring nitrogen (1-Boc), which masks that amine while leaving the side-chain primary amino and the carboxyl functional groups available for further derivatization or coupling, with stereochemistry not specified in the name. In peptide and amino acid synthesis, it functions as a precursor that can be incorporated as a constrained, amino-functionalized residue analogue, supporting the preparation of more complex amino acid and peptide derivatives and enabling structure-property studies where a protected cyclic amine and a free amino handle are both required.
CAT No: CP26557
CAS No:183673-71-4
Synonyms/Alias:183673-71-4;1-Boc-4-aminopiperidine-4-carboxylicAcid;4-Amino-1-Boc-piperidine-4-carboxylicacid;4-amino-1-boc-isonipecoticacid;4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylicacid;h-pip(boc)-oh;4,4-acp(1-n-boc);1-BOC-4-AMINO-4-PIPERIDINECARBOXYLICACID;4-amino-1-(tert-butoxycarbonyl)-4-piperidinecarboxylicacid;4-amino-1-[(tert-butoxy)carbonyl]piperidine-4-carboxylicacid;SBB028451;n-boc-4,4-aminopiperidinylcarboxylicacid;4-amino-piperidine-1,4-dicarboxylicacidmono-tert-butylester;1-boc-piperidine-4-amino-4-carboxylicacid;1-t-boc-4-aminopiperidine-4-carboxylicacid;4-amino-1-(boc)-4-piperidinecarboxylicacid;n-a-amino-n'-boc-piperidine-4-carboxylicacid;4-amino-1-[(tert-butyl)oxycarbonyl]piperidine-4-carboxylicacid;1,4-PIPERIDINEDICARBOXYLICACID,4-AMINO-,1-(1,1-DIMETHYLETHYL)ESTER;Maybridge3_000003;1-boc-pip-oh;AC1LEWUA;PubChem10251;ACMC-209ekz;L-PIP(BOC)-OH
4-Amino-1-Boc-piperidine-4-carboxylic acid is a piperidine-based amino acid building block bearing a Boc-protected amino group and a carboxylic acid at the 4-position. Its rigid cyclic scaffold and orthogonal functional-group pattern make it a common intermediate for constructing nitrogen-containing heterocycles and for preparing side-chain analogs in medicinal chemistry. The combination of a protected amine and a free carboxyl group supports downstream coupling strategies used in small-molecule synthesis and peptide-like scaffold assembly.
1. Pharmaceutical Intermediate Synthesis
4-Amino-1-Boc-piperidine-4-carboxylic acid is used by medicinal chemistry and process development teams to build piperidine-containing fragments for structure-activity relationship (SAR) programs. The Boc-protected amine provides a controlled handle for later deprotection or selective coupling, while the carboxylic acid enables formation of activated derivatives for amide bond construction. This makes the compound a practical intermediate when designing constrained amino acid mimetics, receptor-binding motifs, or scaffold variants where the piperidine ring geometry is leveraged to tune physicochemical properties and synthetic tractability.
2. Amide Coupling Building Block
4-Amino-1-Boc-piperidine-4-carboxylic acid serves as a defined carboxylic acid partner for preparing amide-linked products that resemble amino acid side-chain substitutions in peptide-mimetic and peptidomimetic chemistry workflows. Synthetic groups working on library synthesis and analog generation rely on the free carboxyl functionality to introduce the piperidine moiety into larger frameworks through standard coupling protocols, while the Boc group helps maintain chemoselectivity during multi-step assembly. The resulting amide products are frequently used as intermediates en route to final heterocycle-containing targets.
3. Chiral Scaffold Derivatization
4-Amino-1-Boc-piperidine-4-carboxylic acid is also used in stereochemical development workflows where the piperidine-4-carboxyl motif is incorporated as a chiral or stereodefining element. Teams performing analog screening or intermediate preparation for enantiomerically enriched series use the protected amine/carboxyl pattern to manage functional-group compatibility across sequential steps. This reagent format supports the preparation of stereochemically defined derivatives needed for downstream separation, characterization, and comparative studies in medicinal chemistry synthesis pipelines.
3. Immune responses to homocitrulline-and citrulline-containing peptides in rheumatoid arthritis
4. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More