N-1-Boc-1,6-diaminohexane · HCl

N-1-Boc-1,6-diaminohexane · HCl is a protected diaminohexane derivative in which one terminal primary amine is masked as an N-Boc carbamate while the remaining amino group remains available, and it is present as a hydrochloride salt. The molecule contains a Boc-protected amine functionality plus a free primary amine, with the carboxyl group absent, and the "· HCl" indicates protonation of the basic amine(s) to form a salt that can improve handling and aqueous solubility for synthetic work. It is used as a building block for preparing amino-functional linkers and as a precursor to further derivatized diamines, including incorporation into amide-forming conjugates and stepwise construction of polyamine-containing scaffolds in peptide and chemical biology workflows.

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

CAT No: CP27335

CAS No:65915-94-8

Synonyms/Alias:65915-94-8;N-Boc-1,6-hexanediaminehydrochloride;tert-Butyl(6-aminohexyl)carbamatehydrochloride;N-Boc-1,6-diamino-hexanehydrochloride;tert-ButylN-(6-aminohexyl)carbamatehydrochloride;N-1-Boc-1,6-diaminohexane.HCl;SBB003133;N-(6-aminohexyl)(tert-butoxy)carboxamide,chloride;ACMC-1B5CM;AC1MI53W;SCHEMBL587915;tert-Butyl(6-aminohexyl)carbamatemonohydrochloride;437018_ALDRICH;CTK3J1252;JSBWQIZQJOQPFN-UHFFFAOYSA-N;MolPort-003-926-773;EINECS265-976-4;N-BOC-1,6-HEXANEDIAMINEHCL;AKOS015894460;N-Boc1,6-diaminohexanehydrochloride;RTR-022365;tert-Butyl(6-aminohexyl)carbamateHCl;TRA-0183731;AK112158;TR-022365

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M.F/Formula
C11H25ClN2O2
M.W/Mr.
252.78

N-1-Boc-1,6-diaminohexane · HCl is a protected diamine salt in which one terminal amino group is masked as a Boc carbamate while the other terminal amino group remains as a protonated chloride-associated amine. The linear six-carbon spacer provides a flexible aliphatic backbone that can tolerate coupling conditions used for amide and urea formation, while the Boc group enables controlled deprotection to reveal a free primary amine for stepwise functionalization. Salt formation with HCl increases handling stability and water compatibility for synthetic intermediate preparation, and the presence of two nucleophilic nitrogen sites supports sequential derivatization strategies. The compound therefore functions as a chiral-agnostic but stereochemistry-relevant (protecting-group controlled) amino building block for constructing protected diamine motifs used in peptide-adjacent chemistry and industrial fine chemical routes.

1. Protected Diamine Synthesis

N-1-Boc-1,6-diaminohexane · HCl supports protected amino building block workflows in synthetic organic chemistry where selective amine availability is required. The Boc-protected nitrogen and the free terminal amine allow orthogonal chemistry, enabling Boc retention during one coupling step followed by controlled deprotection to generate a second reactive primary amine. The hydrochloride salt form can facilitate salt-compatible operations for intermediate isolation and downstream conversion into amide, urea, or sulfonamide derivatives. The resulting diamine derivatives serve as practical precursors for multistep synthesis of bifunctional scaffolds and protected amine intermediates used in research-grade chemical manufacturing.

2. Peptide Coupling Chemistry

N-1-Boc-1,6-diaminohexane · HCl can be applied to peptide coupling chemistry as a diamine linker precursor for generating amino-functional side chains and peptide-like conjugation handles. The Boc carbamate provides a protected amine that can be maintained during activation of carboxylic acid partners, while the free amine can participate in nucleophilic acyl substitution to form amide bonds under standard coupling conditions. The six-carbon chain length supports incorporation of flexible spacers that can modulate conformational freedom in peptide analogs and linker-bearing constructs. The compound can therefore feed into peptide building block preparation, including the synthesis of protected diamine-containing fragments used in peptide synthesis and peptidomimetic construction.

3. Bioconjugation Linkers

N-1-Boc-1,6-diaminohexane · HCl is suitable for bioconjugation linker development in chemical biology where controlled amine reactivity is required for stable attachment strategies. The orthogonal Boc-protected amine and the free terminal amine enable stepwise installation of functional groups such as activated esters, isothiocyanates, or electrophiles that react with primary amines to form amide or urea linkages. The aliphatic spacer can reduce steric constraints around the conjugation site, which may improve coupling outcomes for labeling reagents and biomolecule-modifying intermediates. The HCl salt form can also simplify handling during synthesis of amine-reactive conjugation intermediates that are subsequently used to generate labeled proteins, nucleic acids, or peptide conjugates.

4. Polymer And Material Precursors

N-1-Boc-1,6-diaminohexane · HCl can be employed in functional materials and polymer modification routes that require diamine functionality with protected handling. The protected carbamate nitrogen and the free amine allow incorporation into polymer backbones or crosslinking networks through sequential reactions that form amide, urea, or carbamate linkages. The flexible hexamethylene spacer contributes to chain mobility and can influence mechanical or solubility properties of the resulting polymers and coatings. Downstream conversion into diamine-based monomers, crosslinkers, or surface-reactive intermediates makes the compound relevant to specialty chemical production and industrial formulation development where controlled amine chemistry is needed.

5. Pharmaceutical Intermediate Preparation

N-1-Boc-1,6-diaminohexane · HCl serves as a process-relevant pharmaceutical intermediate for constructing nitrogen-containing motifs used in medicinal chemistry and API-adjacent synthesis. The Boc-protected amine supports selective transformations that avoid premature diamine cross-reactivity, while the second free primary amine enables targeted formation of ureas, amides, or heteroatom-containing substituents after appropriate activation of partner functional groups. The linear spacer can be used to tune linker length in structure-activity relationship studies by providing a defined distance between functional groups. The compound's protected amine strategy aligns with scalable fine chemical synthesis practices for preparing bifunctional intermediates that can be carried into subsequent synthetic steps toward drug-like scaffolds and related chemical libraries.

Size
1 g;5 g;
InChI
1S/C11H24N2O2.ClH/c1-11(2,3)15-10(14)13-9-7-5-4-6-8-12;/h4-9,12H2,1-3H3,(H,13,14);1H
InChI Key
JSBWQIZQJOQPFN-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCCCCCCN.Cl

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