Ethyl 1-aminocyclopropanecarboxylate hydrochloride is an amino acid ester hydrochloride featuring a cyclopropane ring bearing a primary amino group at the 1-position and a carboxylate esterified as an ethyl ester. The molecule contains an amino functional group present as a protonated chloride salt, along with an ester carbonyl that differentiates it from free amino acids and supports chemoselective transformations during synthesis. It is used as a protected-free amino acid derivative precursor for preparing cyclopropane-containing amino acid analogues and for building more complex peptide-like structures or labeled/functionalized cyclopropylcarboxylate motifs in solution-phase or solid-phase synthetic workflows.
CAT No: CP20105
CAS No:42303-42-4
Synonyms/Alias:1-Aminocyclopropane-1-carboxylic acid ethyl ester hydrochloride;42303-42-4;Ethyl1-aminocyclopropanecarboxylatehydrochloride;1-Aminocyclopropane-1-carboxylicacidethylesterhydrochloride;ethyl1-aminocyclopropane-1-carboxylatehydrochloride;NSC677920;ACPC-OEt-HCL;PubChem14733;AC1L8R8P;SCHEMBL741807;AC1Q649H;CHEMBL1992962;CTK6F4594;MolPort-008-155-376;XFNUTZWASODOQK-UHFFFAOYSA-N;ACT04356;EBD43604;ANW-29791;AR-1I7912;FD1022;MFCD00190747;SBB070130;AKOS005255188;AC-7455;AN-9008;CA-1654
Ethyl 1-aminocyclopropanecarboxylate hydrochloride is an amino acid derivative built on a cyclopropane-containing backbone, provided as a hydrochloride salt to support handling and salt formation for synthetic workflows. The molecule presents a primary amine paired with an ester-functionalized carboxylate, making it a compact, stereochemically constrained building block for constructing cyclopropyl-containing amines and amide/peptide-like linkages. In medicinal chemistry and process development, this scaffold is frequently chosen to introduce cyclopropyl character into intermediates where conformational restriction and reactivity at the amino and ester functionalities are advantageous.
1. Pharmaceutical Intermediate Synthesis
Ethyl 1-aminocyclopropanecarboxylate hydrochloride is used as a practical intermediate in the preparation of cyclopropyl-containing amide and amine derivatives for small-molecule discovery and process chemistry. Teams in medicinal chemistry and custom synthesis commonly rely on the combination of a protected/controlled amine state (as the hydrochloride) and an ester handle to enable downstream conversion into carboxylic acid derivatives, activated acyl forms, or amide-linked motifs used in SAR campaigns. The cyclopropane-bearing backbone is particularly valued in intermediate libraries where conformational effects are explored, and where the ester functionality provides a convenient point of functional group interconversion during route development.
2. Peptidomimetic Building Block Development
Ethyl 1-aminocyclopropanecarboxylate hydrochloride serves as a building block for peptidomimetic and constrained amino acid analog construction, supporting the incorporation of cyclopropyl-substituted residues into peptide-like structures. Research groups focused on backbone engineering and structure-activity relationship studies use this type of scaffold to probe how ring-constrained geometry influences conformation and binding in receptor/ligand systems. The primary amine enables formation of amide linkages to adjacent fragments, while the ester group supports controlled downstream transformations to match the coupling requirements of the target scaffold assembly workflow.
3. Cyclopropyl Amine Derivative Libraries
Ethyl 1-aminocyclopropanecarboxylate hydrochloride is frequently incorporated into synthetic routes that generate cyclopropyl-substituted amine derivatives for screening collections and intermediate diversification. Chemical development teams use the hydrochloride salt form to streamline handling of the amine during derivatization steps, enabling rapid conversion into a range of functionalized amines and acylated products that serve as common entry points to broader chemical space. In industrial and academic process settings, the ester functionality also supports iterative modification strategies, allowing chemists to tune reactivity and functional group placement for subsequent coupling or purification stages.
4. Chiral and Constrained Scaffold Chemistry
Ethyl 1-aminocyclopropanecarboxylate hydrochloride is applied in constrained scaffold chemistry where cyclopropane-containing amino acid derivatives are used to build stereochemically defined intermediates for later resolution or asymmetric elaboration strategies. Medicinal chemistry groups developing stereochemically rich libraries often use such cyclopropane frameworks as a structural element that can be carried through multiple transformations while maintaining a rigidified geometry. The presence of both an amine and an ester makes it a convenient starting point for generating derivative sets that can be progressed into more complex heterocycles, amide-rich motifs, or advanced intermediates used in late-stage synthesis planning.
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