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4-Fluoro-L-phenylalanine ethyl ester hydrochloride丨CAS 1534-90-3 Supplier in China
4-Fluoro-L-Phenylalanine Ethyl Ester Hydrochloride (CAS 1534-90-3) is a fluorinated amino acid derivative used as a building block in organic synthesis, medicinal chemistry, and pharmaceutical research. It features an L-phenylalanine structure with a fluorine substituent at the para (4-) position of the aromatic ring, an ethyl ester group, and a hydrochloride salt form. These functional groups make it a useful intermediate for synthesis routes that require a protected carboxyl group and a defined amino acid configuration.
Chemical Identifiers
| InChI | InChI=1S/C11H14FNO2.ClH/c1-2-15-11(14)10(13)7-8-3-5-9(12)6-4-8;/h3-6,10H,2,7,13H2,1H3;1H/t10-;/m0./s1 |
| InChI Key | KMTPBETYAVWMHD-PPHPATTJSA-N |
| Smiles | CCOC(=O)[C@H](CC1=CC=C(C=C1)F)N.Cl |
| EC No. | 686-376-2 |
| MDL No. | MFCD02259530 |
| PubChem CID | 56777149 |
Applications
Applications in Peptide and Amino Acid Chemistry
4-Fluoro-L-Phenylalanine Ethyl Ester Hydrochloride can serve as a precursor for preparing other fluorinated amino acid derivatives and related synthetic building blocks. The defined L-configuration is important in synthesis where stereochemical control is required. Depending on the route, the ester group can be converted to a carboxylic acid, while the amino functionality can be managed through appropriate protection or salt-handling procedures before further reactions.
Applications in Medicinal Chemistry Research
In medicinal chemistry, 4-Fluoro-L-Phenylalanine Ethyl Ester Hydrochloride can be used to prepare fluorinated amino acid derivatives and structurally modified compounds for research. The para-fluoro substituent changes the electronic characteristics of the aromatic ring and may influence lipophilicity, metabolic behavior, and molecular interactions. Researchers can incorporate this building block into synthetic pathways to investigate structure–activity relationships and develop compounds for biological evaluation.
Applications in Pharmaceutical Research
This compound is relevant to research involving amino acid-derived intermediates, peptide-related compounds, and candidate molecules containing fluorinated aromatic groups. The ethyl ester masks the carboxyl functionality and can be hydrolyzed when a free carboxylic acid is required, while the hydrochloride salt provides an amine salt form that may be convenient for handling and use in suitable synthesis workflows. Its suitability depends on the intended reaction sequence and target structure.
Applications in Organic Synthesis
As a multifunctional intermediate, 4-Fluoro-L-Phenylalanine Ethyl Ester Hydrochloride can be incorporated into multistep organic synthesis to introduce a fluorinated aromatic amino acid unit. The combination of an aromatic fluorine substituent, an amino group in hydrochloride form, and an ethyl ester offers several options for reaction planning and functional-group transformations. It is suitable for laboratory research and the preparation of specialized intermediates.
