Boc-Nip-OH

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

CAT No: CP26067

CAS No:84358-12-3

Synonyms/Alias:84358-12-3;1-Boc-piperidine-3-carboxylicacid;1-(tert-butoxycarbonyl)piperidine-3-carboxylicacid;1-Boc-3-piperidinecarboxylicAcid;Boc-DL-Nip-OH;n-boc-nipecoticacid;n-boc-3-piperidinecarboxylicacid;1-(tert-Butoxycarbonyl)-3-piperidinecarboxylicacid;n-boc-piperidine-3-carboxylicacid;1-n-boc-piperidine-3-carboxylicacid;boc-nip;1-tert-Butoxycarbonylpiperidine-3-carboxylicacid;71381-75-4;1-(tert-Butoxycarbonyl)nipecoticAcid;(+/-)-N-Boc-NipecoticAcid;1-Boc-nipecoticAcid;Boc-DL-nipecoticacid;boc-3-carboxypiperidine;n-boc-dl-nipecoticacid;1-(Boc)-3-piperidine-carboxylicacid;(r,s)-n-t-butyloxycarbonyl-nipecoticacid;Boc-piperidine-3-carboxylicacid;MFCD00673775;piperidine-1,3-dicarboxylicacid1-tert-butylester;1-[(tert-butoxy)carbonyl]piperidine-3-carboxylicacid

Chemical Name:(R,S)-N-t-Butyloxycarbonyl-nipecotic acid, (R,S)-N-t-Butyloxycarbonyl-piperidine-3-carboxylic acid

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  • CMC information required for an IND
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  • Drug master files (DMF) filing
M.F/Formula
C11H19NO4
M.W/Mr.
229,3 g/mole

Boc-Nip-OH is a Boc-protected amino acid derivative featuring a N-isopropyl (Nip) substituted side-chain motif, supplied as a protected building block for controlled incorporation into peptide and peptide-like structures. The Boc group provides an acid-labile N-protection strategy commonly used in peptide synthesis workflows, while the N-substitution on the side chain offers a distinct steric and hydrogen-bonding profile that can be leveraged during structure-activity and conformation studies. As a protected amino acid intermediate, Boc-Nip-OH is typically handled and coupled under standard peptide chemistry conditions to generate defined amide linkages with minimal side reactions.

1. Peptide Segment Building

Boc-Nip-OH is used as a protected amino acid segment in peptide synthesis where a Boc-protected nitrogen is required for stepwise assembly and controlled reactivity at the α-amino position. Researchers in custom peptide manufacturing and peptide chemistry laboratories select this building block to introduce the N-isopropyl substituted side-chain environment into short peptides, longer peptide fragments, or peptide analogs, enabling systematic evaluation of how steric bulk and side-chain substitution influence folding, solubility, or assay performance. The protected format supports reliable coupling into protected peptide chains, supporting downstream deprotection and purification workflows typical of research-grade peptide production.

2. Peptidomimetic Intermediate Synthesis

Boc-Nip-OH is frequently incorporated into peptidomimetic development programs where a defined, Boc-protected amino acid scaffold is needed to construct non-natural peptide-like backbones and side-chain-modified analogs. Medicinal chemistry groups and chemical biology teams use this intermediate to rapidly assemble structure-activity relationship (SAR) libraries, particularly when the N-isopropyl substituted side-chain is used to tune local conformational preferences and reduce undesired side-chain interactions. In these workflows, Boc-Nip-OH functions as a practical intermediate that can be carried through segment condensation or further functionalization steps toward final peptide analogs.

3. Protected Amino Acid Library Development

Boc-Nip-OH supports peptide library construction and analog screening efforts by providing a consistent, protected building block form that can be repeatedly coupled to generate series of closely related compounds. Chemical biology laboratories and academic peptide groups use this type of Boc-protected amino acid derivative to vary side-chain substitution patterns across a set of analogs while maintaining a standardized N-protection strategy for reproducible assembly. The resulting library members are then processed through purification and characterization pipelines used for downstream binding, stability, or mechanistic studies in vitro, where controlled structural variation is essential.

4. Pharmaceutical Intermediate Route Design

Boc-Nip-OH is also used in pharmaceutical intermediate development when a protected amino acid unit is required as part of a larger synthetic route toward peptide-based candidates or peptide-derived intermediates. Process chemists and intermediate developers value the Boc-protected, well-defined building-block format because it can be integrated into convergent synthesis strategies that rely on predictable protection/deprotection logic and clean amide bond formation. This makes Boc-Nip-OH a practical choice for constructing defined intermediates that later undergo coupling, deprotection, or further derivatization to reach advanced synthetic targets in research and development settings.

Size
5 g;25 g;
InChI
1S/C11H19NO4/c1-11(2,3)16-10(15)12-6-4-5-8(7-12)9(13)14/h8H,4-7H2,1-3H3,(H,13,14)
InChI Key
NXILIHONWRXHFA-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)N1CCCC(C1)C(=O)O

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