3-(4-Hydroxy-phenyl)-propionic acid-OMe is a methoxy ester derivative of 3-(4-hydroxyphenyl)propionic acid, featuring a three-carbon propyl linker between a para-hydroxy-substituted phenyl ring and a carboxyl group masked as a methyl ester. The molecule contains a phenolic hydroxyl on the aromatic ring and an ester carbonyl, with the amino and carboxyl functional groups present only in protected/derivatized form (i.e., no free amino group and the carboxyl is esterified as the OMe group). As an amino-acid-related building block, it is used in synthesis and structure-activity or conjugation studies where the phenolic handle and the ester functionality provide chemical sites for further derivatization, analytical standards, or preparation of more complex ester/acid analogues.
CAT No: CP27210
CAS No:5597-50-2
Synonyms/Alias:Boc-D-Lys(Z)-OH;76477-42-4;55878-47-2;N-Boc-N'-Cbz-D-lysine;BOC-N-EPSILON-Z-D-LYSINE;Boc-L-Lys(Z)-OH;AmbotzBAA1358;AC1OJJ2G;BOC-D-LYS-OH;BOC-D-LYSINE(CBZ);SCHEMBL3210903;CTK2H6952;N-A-BOC-N-D-Z-D-LYSINE;MolPort-005-938-132;N(5)-Boc-N(1)-Cbz-D-Lys;ZINC4521274;N-ALPHA-BOC-N-D-Z-D-LYSINE;KM1770;MFCD00038262;NALPHA-BOC-NGAMMA-Z-D-LYSINE;AKOS024258523;AB01718;CB-1684;CS19316;EBD2208196
3-(4-Hydroxy-phenyl)-propionic acid-OMe is a methoxy ester derivative of a hydroxyphenylpropionic acid motif, carrying a phenolic hydroxyl on the aromatic ring and a methyl ester at the carboxylate position. This combination of an oxygen-containing side functionality and an ester group makes it a useful intermediate and building block for medicinal chemistry programs, where phenolic and ester handles are commonly carried forward into analog series or used as protected/activated functional elements during derivatization.
1. Medicinal Chemistry Intermediates
3-(4-Hydroxy-phenyl)-propionic acid-OMe is frequently used by medicinal chemistry and process development teams as a derivatization-ready aromatic propionic acid fragment for preparing ester/acid analogs and structure-activity relationship (SAR) libraries. The phenolic hydroxyl provides a chemically addressable site for downstream functionalization (for example, etherification or derivatization strategies), while the methyl ester offers a convenient handle for controlled conversion to corresponding carboxylic acid forms when building more polar analogs or salts. Researchers commonly select this specific ester form to streamline parallel synthesis workflows where an ester stage is maintained during intermediate assembly and then transformed at a later step to match target physicochemical requirements.
2. Bioactive Phenolic Derivative Synthesis
3-(4-Hydroxy-phenyl)-propionic acid-OMe supports the preparation of phenolic-containing small molecules used in chemical biology and receptor/ligand discovery tool development. The preserved phenolic hydroxyl enables conjugation or derivatization into analogs that retain the aromatic oxygen functionality while varying the ester/acid state to tune properties relevant to binding studies and assay compatibility. In practice, this compound is often carried into subsequent steps to generate hydroxyphenylpropionate derivatives for screening collections, affinity reagents, or mechanistic probes where maintaining the phenolic motif is important for reproducing known pharmacophore elements.
3. Chemical Biology Probe Building
3-(4-Hydroxy-phenyl)-propionic acid-OMe is used as a starting building block for constructing small-molecule probes that incorporate a hydroxyphenylpropionate pharmacophore and an ester-controlled functional group for later coupling. Teams developing labeling reagents or probe scaffolds benefit from the phenolic hydroxyl as a site for introducing linkers or reporter-compatible substituents, while the methyl ester can be maintained through scaffold assembly and then converted to the corresponding acid when a carboxylate is required for coupling chemistry. This makes the derivative a practical choice for workflows where probe synthesis requires a stable intermediate that can be carried through multi-step assembly before final attachment to a detection or enrichment moiety.
4. Analytical Reference Derivatization
3-(4-Hydroxy-phenyl)-propionic acid-OMe is also used in analytical method development and reference material preparation as a defined hydroxyphenylpropionate ester standard for monitoring derivatization steps or confirming intermediate identity during synthesis. The combination of an aromatic phenolic group and a methyl ester provides a characteristic chemical signature that can be leveraged in LC-MS or related analytical workflows to track conversion between ester and acid forms and to verify the presence of the phenolic motif in intermediate series. In laboratories performing synthetic route screening, this derivative serves as a convenient, well-defined comparator for establishing retention/response behavior across closely related analogs.
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