(R)-4-Fluorophenylglycine, CAS No. 93939-74-3

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93939-74-3

Catalog No. EBD10477

CAS 93939-74-3

Name (R)-4-Fluorophenylglycine

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Basic Information

Synonyms: (r)-amino-(4-fluoro-phenyl)-aceticacid (r)-(-)-4-(fluorophenyl)glycine 4-fluoro-d-phenylglycine d-(4-fluorophenyl)glycine d-amino-(4-fluoro-phenyl)-aceticacid (2r)-amino(4-fluorophenyl)ethanoicacid 4-Fluoro-D-α-phenylglycine 4-Fluoro-D-alpha-phenylglycine (R)-4-Fluorophenylglycine

Molecular Formula: C8H8FNO2

Molecular Weight: 169.15

MDL Number: MFCD00042727

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(R)-4-Fluorophenylglycine is a non-proteinogenic amino acid derivative characterized by a chiral center and a para-fluorophenyl substituent. It serves as a crucial chiral building block in pharmaceutical synthesis. Its primary application is as a key intermediate in the production of chiral active pharmaceutical ingredients (APIs). Most notably, it is a fundamental component in the synthesis of β-lactam antibiotics, such as certain advanced-generation cephalosporins and carbapenems, where its specific stereochemistry (R-configuration) is essential for biological activity. The fluorine atom on the phenyl ring can enhance metabolic stability and influence the pharmacokinetic properties of the final drug molecule. Beyond its role in antibiotic synthesis, this compound is also utilized in the research and development of other therapeutic agents, including enzyme inhibitors and receptor ligands, leveraging its structural features for molecular design.

Physical Properties

Melting Point: ≥300 °C

Boiling Point: 289.9 °C at 760 mmHg

Flash Point: 129 °C

Density: 1.347 g/cm3

Analytical Data

Appearance: white to light yellow crystal powder