N-1-Z-1,2-diaminoethane · HCl

N-1-Z-1,2-diaminoethane · HCl is a hydrochloride salt form of a diaminoethane derivative bearing a Z-substituted N-1 amino functionality, classifiable as a protected/functionalized diamine building block rather than an unmodified free amino acid. The molecule contains two amino groups on a two-carbon backbone, with one nitrogen substituted by a Z group and the overall compound present as an HCl salt that provides protonation and improved handling of the basic sites. As a synthetic intermediate, it is used in amine-functionalization workflows, including the preparation of substituted diamines and related nitrogen-containing building blocks for chemical biology and peptide or linker synthesis where controlled amine reactivity is required.

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

CAT No: CP27398

CAS No:72080-83-2

Synonyms/Alias:BenzylN-(2-aminoethyl)carbamate;benzyl2-aminoethylcarbamate;72080-83-2;Benzyl(2-aminoethyl)carbamate;N-CBZ-1,2-DIAMINOETHANE;AmbotzZNN1002;AC1MDQPB;AC1Q54LR;N-CBZ-ETHYLENEDIAMINE;SCHEMBL614872;CTK8E2444;MolPort-001-792-917;QMMFTRJQCCVPCE-UHFFFAOYSA-N;ZINC2562440;2-(Benzyloxycarbonylamino)ethylamine;AKOS006230656;MCULE-5091402269;RP03967;N-1-Z-1,2-DiaminoethaneHydrochloride;AJ-40747;AK-82277;AN-37458;BC687559;(phenylmethyl)N-(2-azanylethyl)carbamate;(2-amino-ethyl)-carbamicacidbenzylester

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M.F/Formula
C10H14N2O2
M.W/Mr.
230.69

N-1-Z-1,2-diaminoethane · HCl is a chiral-unresolved, amino-functional hydrochloride salt featuring a protected diamine motif derived from 1,2-diaminoethane, where one nitrogen is masked with a benzyloxycarbonyl-type (Z, Cbz) carbamate. The hydrochloride counterion increases water compatibility and stabilizes the free diamine nitrogen(s) during handling, while the Z-protection modulates nucleophilicity and directs chemoselective transformations. The molecule's two adjacent amino groups enable controlled stepwise derivatization, including selective protection/deprotection strategies and subsequent coupling to activated carboxylic acid derivatives. The resulting protected diaminoethane framework functions as a practical intermediate for building nitrogen-rich linkers, peptide-like scaffolds, and heteroatom-containing motifs in both synthetic and applied chemical manufacturing contexts.

1. Protected Diamine Linkers

N-1-Z-1,2-diaminoethane · HCl is used in synthetic organic chemistry for constructing protected diamine linkers that can be carried through multi-step sequences with minimized side reactions. The Z-carbamate on one nitrogen provides orthogonal reactivity relative to the remaining amino functionality, enabling selective formation of amide, urea, or carbamate derivatives during downstream assembly. The hydrochloride salt form supports consistent salt-state handling and can facilitate controlled deprotonation when switching between protection states. Nitrogen-rich linkers derived from this scaffold can be incorporated into peptide building block analogs and other amine-functional intermediates that require careful chemoselectivity.

2. Peptide Coupling Intermediates

N-1-Z-1,2-diaminoethane · HCl serves as a diaminoethane-based coupling intermediate for generating peptide-like structures and backbone-modified amide networks. The presence of two adjacent amines allows stepwise conversion into N-protected amino components that can participate in amide bond formation with activated carboxylic acids or activated esters. The Z-protection strategy supports compatibility with peptide synthesis workflows where orthogonality between amino and carboxyl activation states is required. Downstream derivatives can be used to prepare peptidomimetic linkers, constrained amide chains, and nitrogen-containing scaffolds for structure-activity relationship studies and biochemical probe construction.

3. Chemical Biology Conjugation

N-1-Z-1,2-diaminoethane · HCl is applicable in chemical biology for preparing amine-reactive conjugation handles and nitrogen-bearing attachment motifs. The diamine functionality can be converted into selectively protected forms that undergo controlled coupling to electrophilic partners such as activated esters, isothiocyanates, or carbonyl-activated reagents, while the Z group can be maintained to regulate chemoselectivity. The hydrochloride salt form can simplify preparation of defined reactive intermediates for labeling chemistry where salt-state control influences solubility and reactivity. Generated conjugation-ready intermediates can support labeling of biomolecular scaffolds, preparation of affinity reagents, and synthesis of probe libraries that incorporate diaminoethane linkers.

4. Heterocycle And Scaffold Synthesis

N-1-Z-1,2-diaminoethane · HCl functions as a nitrogen source for heterocycle construction and scaffold diversification in fine chemical synthesis. The adjacent diamine arrangement can enable formation of ring systems through sequential functional group transformations, while the Z-carbamate provides a handle for controlled activation and selective nucleophilicity. The compound's protected/unprotected nitrogen pattern supports stepwise cyclization strategies that reduce uncontrolled oligomerization typical for unprotected diamines. Resulting heterocyclic and polyamine-containing intermediates can feed into medicinal chemistry research, peptidomimetic design, and industrial synthesis of nitrogen-rich specialty chemicals.

5. Process Chemistry For Nitrogen-Rich Building Blocks

N-1-Z-1,2-diaminoethane · HCl is suitable for process chemistry routes that require stable, isolable nitrogen-rich intermediates with defined protection states. The hydrochloride salt improves handling consistency and can support reproducible downstream conversion into protected amines, carbamates, and urea-type derivatives under manufacturing-relevant conditions. The Z-carbamate enables orthogonal protection management, allowing controlled deprotection and refunctionalization steps during scale-up sequences. Prepared derivatives from this intermediate can be used as standardized inputs for pharmaceutical intermediate preparation, specialty chemical production, and industrial manufacturing of amine-functional linker components used across synthetic and applied chemistry programs.

Size
1 g;5 g;
InChI
1S/C10H14N2O2/c11-6-7-12-10(13)14-8-9-4-2-1-3-5-9/h1-5H,6-8,11H2,(H,12,13)
InChI Key
QMMFTRJQCCVPCE-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NCCN

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