N-1-Fmoc-1,3-diaminopropane · HCl is an Fmoc-protected amino acid derivative featuring a 1,3-diaminopropane backbone with two primary amine functionalities and a carboxyl group, presented as a hydrochloride salt. The N-terminus bears the 9-fluorenylmethoxycarbonyl (Fmoc) protecting group, while the remaining amino group(s) are protonated under the salt form to control chemoselectivity during peptide coupling and to support handling and solubility. This protected diamino building block is used in peptide chemistry and related solid-phase or solution-phase syntheses where orthogonal amine functionality can be retained for subsequent side-chain derivatization, crosslinking, or incorporation into labeled or functionalized peptide constructs.
CAT No: CP26470
CAS No:166410-34-0
Synonyms/Alias:9H-fluoren-9-ylmethylN-(3-aminopropyl)carbamate;166410-34-0;AmbotzFNN1004;AC1MDQR8;Fmoc-NH(CH2)3NH2HCl;SCHEMBL1901192;CTK4D2332;ZINC2570473;LP076904;PL005340;3-Aminopropylcarbamicacid9H-fluorene-9-ylmethylester;(9H-FLUOREN-9-YL)METHYLN-(3-AMINOPROPYL)CARBAMATE;Carbamicacid,N-(3-aminopropyl)-,9H-fluoren-9-ylmethylester
N-1-Fmoc-1,3-diaminopropane · HCl is an Fmoc-protected diamine hydrochloride derived from 1,3-diaminopropane, featuring an Fmoc carbamate on the N-terminal amine while the remaining primary amine is present as a salt with chloride. The molecule contains a chiral-uniform, flexible three-carbon spacer that supports controlled positioning of the free amine for subsequent coupling or derivatization. The Fmoc group provides a stable, base-labile protecting strategy compatible with standard solid-phase peptide synthesis workflows, while the hydrochloride counterion increases handling stability and water compatibility for amine-reactive transformations. The combination of a protected carbamate and a reactive free primary amine enables stepwise amino acid derivative synthesis, orthogonal functionalization, and downstream formation of substituted diamine building blocks used in peptide and polymer chemistry.
1. Peptide Synthesis
N-1-Fmoc-1,3-diaminopropane · HCl is used in peptide synthesis as an Fmoc-protected diamine building block that can be incorporated as a spacer or as a side-chain surrogate in peptide coupling chemistry. The Fmoc-protected N-terminus supports routine deprotection under base conditions, generating a reactive amine for amide bond formation while preserving orthogonal access to the second primary amine. The 1,3-propyl linker geometry can be leveraged to tune intramolecular spacing, enabling peptide analog construction for backbone modification and sequence-dependent scaffold studies. The free amine can be further derivatized to introduce branching, additional functional handles, or conjugation sites during iterative synthesis. N-1-Fmoc-1,3-diaminopropane · HCl therefore functions as a practical intermediate for protected amino acid derivative assembly and peptide building block preparation.
2. Bioconjugation Chemistry
N-1-Fmoc-1,3-diaminopropane · HCl supports bioconjugation workflows by providing an orthogonally protected amine that can be converted into a controlled conjugation handle. The hydrochloride-stabilized free primary amine can participate in nucleophilic substitution and amide-forming coupling steps after Fmoc removal, enabling attachment to activated esters, carboxylates, or aldehyde-derived electrophiles used in labeling chemistry. The flexible 1,3-diaminopropane spacer can reduce steric hindrance between the biomolecule and the reactive group, improving accessibility for subsequent conjugation steps. The Fmoc group serves as a temporary protection strategy that helps maintain chemoselectivity during multi-step functionalization sequences. N-1-Fmoc-1,3-diaminopropane · HCl can thus be applied to biomolecule modification, linker installation, and conjugate scaffold generation for chemical biology research.
3. Side-Chain Functionalization
N-1-Fmoc-1,3-diaminopropane · HCl is suitable for side-chain functionalization in synthetic organic chemistry and peptide analog design where a diamine-derived functional handle is required. The compound's protected carbamate and unprotected primary amine enable sequential transformations, including conversion of the free amine into amides, ureas, sulfonamides, or substituted derivatives that can be used to modulate polarity and hydrogen-bonding patterns. The three-carbon tether provides a predictable distance for attaching functional groups to a peptide or small-molecule scaffold, supporting structure-activity relationship studies that depend on linker length and orientation. The salt form can facilitate controlled handling and can influence solubility during derivatization steps, supporting reproducible intermediate preparation. N-1-Fmoc-1,3-diaminopropane · HCl therefore functions as a chiral-independent, flexible amino group synthon for amino acid modification and protected amino acid chemistry.
4. Process Chemistry Intermediate
N-1-Fmoc-1,3-diaminopropane · HCl is applied as a process chemistry intermediate for manufacturing routes that require an Fmoc-protected diamine with a stable protecting group and a defined free amine functionality. The Fmoc carbamate provides a robust handle for protecting-group management in stepwise syntheses, allowing controlled deprotection and subsequent coupling without introducing additional stereochemical elements. The hydrochloride salt form can improve weigh-batching behavior and aqueous compatibility for downstream derivatization, supporting scalable fine chemical synthesis planning. The diamine functionality can be used to generate linker reagents, intermediate building blocks for peptide-derived materials, and amine-terminated fragments used in industrial chemical manufacturing. N-1-Fmoc-1,3-diaminopropane · HCl thus serves as a practical amino acid derivative intermediate for specialty chemical production and industrial process development.
5. Polymer And Materials Building Blocks
N-1-Fmoc-1,3-diaminopropane · HCl can be employed in polymer modification and functional materials synthesis where amine-reactive linkers and spacer units are required. The Fmoc-protected amine can be removed to expose a primary amine that can participate in polymer coupling chemistry, including attachment to activated monomers, crosslinkers, or surface functional groups. The 1,3-propyl spacer contributes flexibility that may help tune chain mobility and accessibility of reactive sites in polymer networks or coatings. The ability to generate diamine-derived substitution patterns supports the creation of amine-functional materials, including peptide-mimetic polymers and linker-functionalized resins used in chemical manufacturing. N-1-Fmoc-1,3-diaminopropane · HCl therefore serves as an amino acid chemistry-derived intermediate for industrially relevant functional material generation.
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