(S)-Ethyl 2-hydroxy-4-phenylbutanoate, CAS No. 125639-64-7

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125639-64-7

Catalog No. EBD219403

CAS 125639-64-7

Name (S)-Ethyl 2-hydroxy-4-phenylbutanoate

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Basic Information

Synonyms: Ethyl(S)-2-Hydroxy-4-phenylbutyrate 2-(S)-Hydroxy-4-Phenyl-BUTYRICACID,ETHYLESTER (+)-Ethyl(S)-2-Hydroxy-4-phenylbutyrate S-(+)-ETHYL2-Hydroxy-4-phenylbutyrate Ethyl(S)-2-hydroxy-4-phenybutyrate ethyl(2S)-2-hydroxy-4-phenylbutanoate Ethyl(S)-2-hydroxy-4-phenylbutanoate (S)-Ethyl2-hydroxy-4-phenylbutanoate

Molecular Formula: C12H16O3

Molecular Weight: 208.25

MDL Number: MFCD03095465

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

Product Description:

(S)-2-Hydroxy-4-phenylbutyric acid ethyl ester is a chiral organic compound featuring a phenylbutyric acid backbone with a hydroxyl group at the 2-position and an ethyl ester group. It is a key chiral building block in organic synthesis, particularly valued for its (S)-configuration. This compound is primarily employed as a crucial chiral intermediate in the pharmaceutical industry. Its most notable application is in the synthesis of angiotensin-converting enzyme (ACE) inhibitors, a major class of cardiovascular drugs used to treat hypertension and heart failure. The chiral center is essential for the biological activity of the final drug molecule. As a versatile synthon, it is also used in the preparation of other bioactive molecules and fine chemicals. Its utility stems from the presence of multiple functional groups (hydroxyl, ester, and carboxylic acid derivative) that can be selectively modified, making it a valuable starting material for constructing complex, optically active targets.

Physical Properties

Boiling Point: 330.936 °C at 760 mmHg

Flash Point: 150 °C

Density: 1.075 g/mL at 20 °C(lit.)

Refractivity: n20/D 1.505

Analytical Data

Appearance: slightly yellowish oil