ethyl (S)-(+)-2-hydroxy-2-phenylacetate, CAS No. 13704-09-1

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13704-09-1

Catalog No. EBD2203484

CAS 13704-09-1

Name ethyl (S)-(+)-2-hydroxy-2-phenylacetate

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Basic Information

Synonyms: ethyl(2S)-2-hydroxy-2-phenylacetate ethyl(S)-(+)-2-hydroxy-2-phenylacetate ethyll-(+)-mandelate ethyl(s)-(+)-mandelate l-(+)-mandelicacidethylester (s)-(+)-mandelicacidethylester (s)-mandelicacidethylester (s)-(+)-ethylmandelate l-(+)-mandelicacidethylester98+% ethyl(s)-(+)-mandelate99%,opticalpurityee:99%(glc) ethyl(2S)-hydroxy(phenyl)ethanoate

Molecular Formula: C10H12O3

Molecular Weight: 180.2

MDL Number: MFCD00064249

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

S-Ethyl mandelate is a chiral ester derivative of mandelic acid, specifically the (S)-enantiomer. It is a colorless to pale yellow liquid with the molecular formula C10H12O3. This compound is characterized by the presence of a chiral center at the alpha position of the carboxylic ester group, attached to a phenyl ring. Its primary and most significant application is as a chiral intermediate or building block in pharmaceutical synthesis. The (S)-mandelic acid moiety is a valuable scaffold found in various bioactive molecules. S-Ethyl mandelate serves as a key precursor for the synthesis of chiral drugs, particularly in the production of clopidogrel, a widely used antiplatelet medication for the prevention of heart attacks and strokes. The chiral purity of this intermediate is crucial for the efficacy of the final drug product. In addition to its pharmaceutical role, it is utilized as a chiral resolving agent and as a starting material in asymmetric synthesis within research laboratories. It functions as a versatile synthon for introducing the mandelate group into more complex molecular architectures.

Physical Properties

Melting Point: 32-34 °C(lit.)

Boiling Point: 106-107 °C/4 mmHg(lit.)

Flash Point: >113 °C

Density: 1.12