Boc-(R)-3-Amino-4-(3,4-difluorophenyl)butyric acid, CAS No. 269396-59-0

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269396-59-0

Catalog No. EBD29854

CAS 269396-59-0

Name Boc-(R)-3-Amino-4-(3,4-difluorophenyl)butyric acid

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Basic Information

Synonyms: Boc-(R)-3-amino-4-(3,4-difluoro-phenyl)-butyricacid Boc-D-3-Amino-4-(3,4-difluorophenyl)-butyricacid (3R)-3-[(tert-butoxycarbonyl)amino]-4-(3,4-difluorophenyl)butanoicacid Boc-D-β-HoPhe(3,4-DiF)-OH Boc-(R)-3-Amino-4-(3,4-difluorophenyl)butyricacid

Molecular Formula: C15H19F2NO4

Molecular Weight: 315.31

MDL Number: MFCD01860952

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

Product Description:

Boc-(R)-3-Amino-4-(3,4-difluorophenyl)butyric acid is a chiral, non-natural amino acid derivative. It features a Boc-protected amine group, a carboxylic acid functionality, and a 3,4-difluorophenyl side chain, making it a versatile building block in organic synthesis. This compound is primarily employed as a key chiral intermediate in the pharmaceutical industry for the synthesis of active pharmaceutical ingredients (APIs). Its structure is particularly relevant in the development of protease inhibitors and other therapeutic agents where the incorporation of a fluorinated phenylalanine-like moiety is desired to modulate pharmacokinetic properties, such as metabolic stability and membrane permeability. As a Boc-protected β-amino acid with a fluorinated aromatic group, it serves as a valuable synthon in peptide mimetics and drug discovery programs. The presence of fluorine atoms can significantly influence the biological activity and binding affinity of the final drug candidate.

Physical Properties

Boiling Point: 448.556 °C at 760 mmHg

Flash Point: 225.079 °C

Density: 1.244 g/cm3