218609-00-8

Usage

Uses

Used in Pharmaceutical Industry:
BOC-(R)-3-AMINO-4-(4-FLUORO-PHENYL)-BUTYRIC ACID is utilized as a key intermediate in the synthesis of various drugs. Its unique structural features, including the chiral center and the fluorine atom, contribute to the development of novel therapeutic agents with improved pharmacological properties.
Used in Agrochemical Industry:
In the agrochemical sector, BOC-(R)-3-AMINO-4-(4-FLUORO-PHENYL)-BUTYRIC ACID serves as a starting material for the production of bioactive compounds with potential applications in crop protection and pest control. Its structural diversity allows for the design of new agrochemicals with enhanced efficacy and selectivity.
Used in Organic Synthesis:
BOC-(R)-3-AMINO-4-(4-FLUORO-PHENYL)-BUTYRIC ACID is employed as a valuable building block in organic synthesis, enabling the construction of complex molecular architectures. Its presence of a protected amino group and a fluorinated aromatic ring makes it a suitable candidate for the synthesis of chiral amines and other functionalized organic molecules.
Used in Research and Development:
BOC-(R)-3-AMINO-4-(4-FLUORO-PHENYL)-BUTYRIC ACID is also used in research and development settings to explore its potential applications in various fields. Its unique structural features and reactivity make it an interesting subject for studies aimed at understanding its chemical behavior and evaluating its potential as a precursor for new compounds with diverse applications.

InChI:InChI=1/C15H20FNO4/c1-15(2,3)21-14(20)17-12(9-13(18)19)8-10-4-6-11(16)7-5-10/h4-7,12H,8-9H2,1-3H3,(H,17,20)(H,18,19)/t12-/m1/s1

Downstream Products

• 872322-55-9 tert-butyl {(1R)-1-(4-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl)amino]propyl}carbamate 

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).