331763-66-7

Usage

Uses

Used in Pharmaceutical Research:
BOC-(R)-3-AMINO-4-(3-FLUORO-PHENYL)-BUTYRIC ACID is used as a building block in the synthesis of pharmaceutical compounds for [application reason]. Its unique structure, including the fluorophenyl group and the protected amino group, allows for the creation of novel drug candidates with potential therapeutic benefits.
Used in Chemical Synthesis:
In the field of organic chemistry, BOC-(R)-3-AMINO-4-(3-FLUORO-PHENYL)-BUTYRIC ACID is used as an intermediate in the synthesis of complex organic molecules for [application reason]. The presence of the BOC protecting group facilitates selective reactions, enabling chemists to construct intricate molecular architectures with precision.
Used in Material Science:
BOC-(R)-3-AMINO-4-(3-FLUORO-PHENYL)-BUTYRIC ACID is employed as a component in the development of new materials for [application reason]. Its structural features can contribute to the properties of these materials, such as stability, reactivity, or specific interactions with other molecules.
Used in Analytical Chemistry:
BOC-(R)-3-AMINO-4-(3-FLUORO-PHENYL)-BUTYRIC ACID is utilized as a reference standard or analytical reagent in various analytical techniques for [application reason]. Its distinct chemical properties make it suitable for use in assays, chromatography, and spectroscopy to identify and quantify target molecules.

Upstream product

• 114873-11-9 boc-L-3-(3-fluorophenyl)alanine 

Relevant academic research and scientific papers

Synthesis method of chiral N-Boc-3-amino-4-aryl-butyric acid

The invention relates to a synthesis method of chiral N-Boc-3-amino-4-aryl-butyric acid. The method is as below: 1, conducting a cross metathesis reaction, an asymmetric conjugate addition reaction and an oxidation reaction on starting materials including an allyl aromatic compound and crotonaldehyde by a continuous reaction one-pot method to synthesize an N-Boc-3-aryl methyl-5-oxo isoxazole intermediate; or conducting an asymmetric conjugate addition reaction and an oxidation reaction on a starting material (E)-4-aryl-2-crotonaldehyde by a continuous reaction one-pot method to synthesize an N-Boc-3-aryl methyl-5-oxo isoxazole intermediate; and 2, subjecting (3R)-N-Boc-3-aryl methyl-5-oxo isoxazole intermediate by high-pressure hydrogenation to directly prepare the chiral N-Boc-3-amino-4-aryl-butyric acid. The synthesis method provided by the invention has the advantages of simple operation, mild reaction conditions, target product yield reaching 60-69%, and ee value of the target product reaching as high as 96%. The synthetic route has industrialization prospect.

Discovery of potent and selective β-homophenylalanine based dipeptidyl peptidase IV inhibitors

Modification of in-house screening lead β-aminoacyl proline 8 gave an equipotent thiazolidide 9. Extensive SAR studies on the phenyl ring of 9 led to the discovery of a novel series of potent and selective DP-IV inhibitors. Introduction of a fluorine at the 2-position proved to be crucial for the potency of this series. The 2,5-difluoro (22q) and 2,4,5-trifluoro (22t) analogues were potent inhibitors of DP-IV (IC50 = 270, 119 nM, respectively).