N-1-Boc-1,4-diaminobutane · HCl is an amino acid derivative featuring a four-carbon diamine backbone (1,4-diaminobutane) bearing an N-Boc protecting group on one terminal amino and present as a hydrochloride salt. The molecule contains a Boc-protected amine and a free primary amine as well as a protonated chloride counterion, with the Boc group functioning as an acid-labile protecting group that modulates chemoselectivity during stepwise coupling or derivatization. As a protected diamine building block, it is used in peptide and amide bond synthesis workflows and in the preparation of more complex amino-functionalized linkers for chemical biology, bioconjugation, and analytical labeling where controlled handling of the two amino functionalities is required.
CAT No: CP27017
CAS No:33545-98-1
Synonyms/Alias:33545-98-1;tert-Butyl(4-aminobutyl)carbamatehydrochloride;N-BOC-1,4-DIAMINOBUTANE-HCl;Boc-DAB*HCl;n-boc-1,4-diaminobutanehydrochloride;N-Boc-putrescine;SCHEMBL2121609;CTK8B3782;MolPort-003-981-815;ANW-43162;MFCD02090802;SBB070572;AKOS007930818;CS18648;AK-38378;OR054938;N(1)-Boc-1,4-diaminobutanehydrochloride;AB0000611;AB1011914;DB-068857;KB-144402;ST2419893;TC-065830;4CH-013238;FT-0084209
N-1-Boc-1,4-diaminobutane · HCl is a protected, salt-form amino-alkyl building block featuring a Boc-protected primary amine at one terminus and an unprotected primary amine at the opposite end of a four-carbon chain. The hydrochloride counterion stabilizes the free amine as a crystalline salt and influences handling, solubility, and subsequent base-mediated liberation during derivatization. The molecule's bifunctional design enables orthogonal chemoselectivity: the Boc group can be removed under controlled acidic conditions while the remaining amine participates in coupling, alkylation, or urea/carbamate formation. The chiral center is not present, but the defined connectivity and protected-group strategy make it a practical intermediate for amino acid derivative synthesis, peptide-like linker construction, and downstream functionalization in synthetic organic chemistry.
1. Protected Linker Synthesis
N-1-Boc-1,4-diaminobutane · HCl supports protected linker construction for peptide and peptidomimetic scaffolds where orthogonal amine reactivity is required. The Boc-protected N-terminus and the free terminal amine enable sequential functionalization, including Boc deprotection followed by selective amide or carbamate formation. The hydrochloride salt form helps manage the free amine during multistep synthesis by providing a defined protonation state prior to coupling chemistry. Downstream, the resulting diamine derivatives can serve as spacer units for attaching biomolecular ligands, building molecular probes, or preparing controlled branching motifs in fine chemical synthesis.
2. Peptide Coupling Chemistry
N-1-Boc-1,4-diaminobutane · HCl is suitable for peptide coupling chemistry as an amino-linker intermediate that can be incorporated into peptide-like structures through amide-forming transformations. The free primary amine can participate in acylation to form urea, amide, or related nitrogen-containing linkages, while the Boc group provides protection against undesired side reactions during coupling sequence design. The four-carbon spacer length can influence conformational flexibility and spacing between functional groups in synthetic peptides and peptidomimetics. The compound's protected-amino strategy aligns with standard peptide synthesis logic, enabling controlled N-functionalization and subsequent conversion into larger nitrogen-rich intermediates.
3. Bioconjugation Linkers
N-1-Boc-1,4-diaminobutane · HCl functions in bioconjugation chemistry where amine-reactive handles and protected-group control are needed to generate defined conjugation reagents. The unprotected terminal amine can be converted into reactive derivatives such as amide or carbamate-bearing moieties that later interface with carboxyl-activated or carbonyl-based coupling partners. The Boc group can be used to regulate timing of deprotection so that conjugation occurs under conditions compatible with other functional groups present in target biomolecules. The resulting diamine-based linkers can be applied to construct stable amine-containing conjugates for chemical biology probes, affinity reagents, and labeled biomolecule intermediates.
4. Pharmaceutical Intermediate Preparation
N-1-Boc-1,4-diaminobutane · HCl serves as a process-relevant pharmaceutical intermediate for manufacturing routes that require protected diamine building blocks. The orthogonal Boc protection strategy supports stepwise installation of functional groups while minimizing uncontrolled polycondensation or overreaction of the diamine functionality. The hydrochloride salt form can improve reproducibility in handling and can be integrated into controlled synthesis sequences for downstream heterocycle formation, nitrogen-rich side-chain elaboration, or polymerizable intermediate generation. The compound's defined bifunctional structure makes it useful for preparing intermediates that feed medicinal chemistry programs and specialty chemical production workflows.
5. Synthetic Organic Derivatization
N-1-Boc-1,4-diaminobutane · HCl enables synthetic organic chemistry derivatization toward nitrogen-containing functional materials and specialized reagents. The free primary amine can undergo alkylation, acylation, or formation of urea and related derivatives, while the Boc-protected amine allows selective transformations in multicomponent coupling strategies. The linear diamine architecture supports incorporation into crosslinkers, spacer arms, and scaffold fragments where controlled distance between reactive nitrogens affects reactivity and final material properties. The compound can therefore be employed as a chiral-independent but structurally precise amino building block for generating downstream derivatives used in applied product development and industrial intermediate preparation.
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