(R)-2-Hydroxy-4-phenylbutyric Acid is a chiral α-hydroxy acid that carries a single stereogenic centre in the R configuration, together with a lipophilic phenylbutyl side chain. The material belongs to the chiral building block class, meaning it is a starting material that already possesses built-in chirality, so chemists do not need to construct the asymmetric centre from scratch through lengthy catalysis or resolution sequences. In an organic synthesis laboratory, its role is to contribute both a carbon framework and stereochemical information to the target molecule, making the synthetic route shorter, more controlled, and easier to defend scientifically when the results are reported.
The characteristic that makes this compound a frequent choice is the presence of two reactive functional groups of different character within a single molecule: a carboxylic acid group and a secondary hydroxyl group. The carboxylic acid group can be esterified, amidated, or reduced, while the hydroxyl group can be protected, activated as a sulfonate ester, or displaced with a predictable inversion of configuration. That combination gives researchers a wide range of transformation pathways starting from one and the same material, which is why it appears repeatedly in route design rather than being reserved for a single reaction type.
In Indonesian laboratories, this material is typically used in university and institutional organic synthesis groups, in pharmaceutical chemistry research, and in method development work where stereochemical purity of the final product matters. It is generally ordered in research-scale quantities to support multi-step synthesis planning, and it is handled alongside other catalogue reagents on the same bench, with the stereochemical identity of the material recorded in the laboratory notebook so that the configuration of downstream products can be traced back to the starting material.
- Asymmetric synthesis route design, where the built-in R configuration removes the need for a separate asymmetric induction step and shortens the overall sequence toward a stereochemically defined target.
- Pharmaceutical intermediate preparation, since the carboxylic acid and secondary hydroxyl groups can be elaborated sequentially into amide or ester linkages common in active molecule frameworks.
- Chiral auxiliary and ligand studies, because a defined single stereocentre attached to an aromatic side chain provides a reliable stereochemical reference point for comparing reaction outcomes.
- Stereoselective substitution chemistry, where activation of the hydroxyl group as a sulfonate ester allows displacement with predictable inversion, giving controlled access to the opposite configuration.
- Teaching and method development in stereochemistry, where the dual functionality lets a single reagent demonstrate selective protection, esterification, and reduction within one practical course or protocol validation study.
| Brand | TCI |
|---|---|
| CAS number | 29678-81-7 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Building Blocks |
| Pack sizes | available in standard research-scale catalogue pack sizes; please confirm the current options when ordering |
| Physical form | — |
| Storage | keep in a cool, dry place in the tightly closed original container |
- Catalogue code: H1338
Store the container in a cool, dry, well-ventilated area away from direct sunlight, moisture, and sources of ignition, and keep it tightly closed when not in use so the material is not exposed to humidity in the laboratory air. The original supplier container is the most suitable storage vessel; if transfer is necessary, use a clean, dry, chemically compatible container that is clearly labelled with the compound name and CAS number. Handle the material in a fume hood using safety glasses, gloves, and a laboratory coat, avoid contact with skin, eyes, and inhalation of dust, and consult the manufacturer's safety data sheet before first use and before any disposal step.
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