N-1-Boc-1,3-diaminopropane · HCl is a protected amino acid derivative featuring a 1,3-diaminopropane backbone bearing an N-Boc (tert-butoxycarbonyl) group on one amino nitrogen while the remaining terminal amino is present as a hydrochloride salt. The molecule contains two amine functionalities (one carbamate-protected and one protonated as the HCl salt) and the Boc group provides a masked, acid-labile carbonyl-protected amine that can be selectively deprotected to restore nucleophilicity. It is used as a building block for the synthesis of substituted diamine-containing intermediates and for preparing protected amine derivatives used in peptide-related chemistry, linker construction, and chemical biology labeling strategies where chemoselective amine handling is required.
CAT No: CP27432
CAS No:75178-96-0
Synonyms/Alias:75178-96-0;N-Boc-1,3-propanediamine;N-Boc-1,3-diaminopropane;tert-ButylN-(3-aminopropyl)carbamate;tert-Butyl(3-aminopropyl)carbamate;N-(3-Aminopropyl)carbamicAcidtert-ButylEster;tert-butyl3-aminopropylcarbamate;n-t-boc-1,3-propanediamine;(3-amino-propyl)-carbamicacidtert-butylester;1-boc-amino-1,3-propanediamine;N-(tert-Butoxycarbonyl)-1,3-diaminopropane;3-(n-boc-amino)propylamine;1,3-Diaminopropane,N-BOCprotected;tert-Butyl(3-aminoprop-1-yl)carbamate;N-(tert-Butoxycarbonyl)-1,3-propanediamine;N-T-BUTYLOXYCARBONYL-1,3-DIAMINOPROPANE;N-TERT-BUTOXYCARBONYL-1,3-PROPANEDIAMINE;PubChem13479;Boc-1,3-diaminobutane;ACMC-209oxa;AC1MC3WV;AC1Q1NFG;BOC-PROPYLENEDIAMINE;3-(Boc-amino)-propylamine;SCHEMBL14485
N-1-Boc-1,3-diaminopropane · HCl is a protected diamine building block featuring a Boc-protected primary amine on a three-carbon chain bearing a second unprotected amine, with hydrochloride salt formation that increases handling stability and water compatibility. The molecule's two nitrogen functionalities enable orthogonal functionalization strategies, where Boc can be removed under controlled conditions while the salt-associated amine remains available for coupling or derivatization. The chiral center is absent, but the linear, flexible scaffold supports predictable reactivity and downstream conversion into bis-amine and amide/urea motifs. As an amino acid-adjacent intermediate, it functions as a nitrogen-rich chiral synthesis precursor substitute, linker component, or protected diamine reagent for peptide-adjacent construction and industrial fine chemical routes.
1. Protected Diamine Synthesis
N-1-Boc-1,3-diaminopropane · HCl supports protected diamine chemistry for stepwise synthesis of N-Boc/N-free nitrogen patterns used in peptide coupling chemistry and amide-forming routes. The Boc group provides a stable, acid-labile protection handle for the first primary amine, while the second amine present as an HCl salt can participate in nucleophilic substitution, carbamate/urea formation, or salt-mediated handling during intermediate preparation. Orthogonal deprotection enables controlled conversion into mono- or bis-functional derivatives without cross-reactivity between both nitrogens. Downstream, the compound can be applied to generate amine-functional building blocks used in protected amino acid synthesis workflows and nitrogen-rich fragment construction for synthetic libraries.
2. Peptide Linker Chemistry
N-1-Boc-1,3-diaminopropane · HCl is suitable for peptide and peptidomimetic linker design where a diamine spacer is required to modulate spacing, hydrogen-bonding, and conformational flexibility. The Boc-protected amine can be deprotected to furnish a free amine for coupling to activated carboxylic acid derivatives, while the remaining amine can be used to form amide bonds, sulfonamides, or ureas that remain compatible with common peptide synthesis protection schemes. The linear 1,3-diaminopropane motif can be incorporated as a C-terminal or side-chain tether surrogate to build amide-linked conjugates and modular scaffolds. Resulting products can serve as intermediates for peptide analog construction, structure-activity relationship studies, and synthetic methodology development in peptide science.
3. Bioconjugation Intermediate
N-1-Boc-1,3-diaminopropane · HCl functions in bioconjugation chemistry as a controlled reactivity intermediate for installing amine handles onto biomolecule-reactive scaffolds. The hydrochloride salt form enhances practical handling and can facilitate formation of targeted derivatives through amine-specific coupling to activated esters, activated carbonyls, or isothiocyanate-type electrophiles, while Boc protection helps maintain chemoselectivity during multi-step conjugation sequences. The presence of two nitrogen sites enables sequential labeling strategies, including preparation of mono-functional linkers followed by secondary functionalization after Boc removal. Downstream derivatives can be used to generate amine-terminated conjugates for chemical biology research, biomolecule modification, and analytical probe construction.
4. Process Chemistry Intermediate
N-1-Boc-1,3-diaminopropane · HCl is applicable to process chemistry intermediate preparation where orthogonally protected diamines are required for scalable fine chemical manufacturing. The Boc-protected amine provides a predictable protection/deprotection handle that aligns with industrially common protection-group strategies, while the second amine as an HCl salt supports stable storage and controlled reactivity during batch synthesis. The compound's simple, linear structure can be converted into a range of downstream nitrogen-containing intermediates such as carbamates, ureas, and amide-forming reagents used in multi-tonne chemical production planning. Broader utility extends to specialty chemical production where diamine spacers and protected amine intermediates are used to build polymer modifiers, crosslinking components, and peptide-adjacent nitrogen-rich fragments.
5. Analytical Research Standards
N-1-Boc-1,3-diaminopropane · HCl can be used in analytical research as a reference material and derivatization precursor for monitoring amine-containing intermediates in amino acid derivatization and peptide synthesis streams. The Boc group and the salt-associated amine enable formation of characteristic derivatives for chromatographic or mass spectrometric detection, supporting method development for protected amino acid chemistry and protected diamine handling. Selective deprotection provides access to defined monoamine species that can serve as internal standards or calibration components for quantifying amine functional group transformations. Downstream, derivatives prepared from this compound can support quality control of peptide coupling chemistry intermediates and nitrogen-functional building blocks used in biochemical research workflows.
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