109515-15-3

Usage

Uses

Used in Pharmaceutical Synthesis:
(1RS,2RS)-2-amino-1-(4-fluorophenyl)propan-1-ol is utilized as an intermediate in the synthesis of pharmaceuticals, leveraging its unique structure and properties to facilitate the development of new drugs and medicinal compounds.
Used in Organic Chemistry:
In the field of organic chemistry, (1RS,2RS)-2-amino-1-(4-fluorophenyl)propan-1-ol serves as an important building block, enabling chemists to explore a variety of chemical reactions and applications, further expanding the scope of organic synthesis and compound design.

Upstream product

• 322-27-0 N-[(1RS,2SR)-2-(4-fluoro-phenyl)-2-hydroxy-1-methyl-ethyl]-acetamide 
• 211242-52-3 2-N,N-dibenzylamino-1-(4-fluorophenyl)-1-propanone 
• 345-94-8 2-bromo-1-(4-fluorophenyl)propan-1-one 
• 456-03-1 1-(4-fluorophenyl)propan-1-one 

Relevant academic research and scientific papers

Discovery of 3,5-Diphenyl-4-methyl-1,3-oxazolidin-2-ones as Novel, Potent, and Orally Available Δ-5 Desaturase (D5D) Inhibitors

The discovery and optimization of Δ-5 desaturase (D5D) inhibitors are described. Investigation of the 1,3-oxazolidin-2-one scaffold was inspired by a pharmacophore model constructed from the common features of several hit compounds, resulting in the identification of 3,5-diphenyl-1,3-oxazolidin-2-one 5h as a novel lead showing potent in vitro activity. Subsequent optimization focused on the modification of two metabolic sites, which provided (4S,5S)-5i, a derivative with improved metabolic stability. Moreover, adding a substituent into the upper phenyl moiety further enhanced the intrinsic activity, which led to the discovery of 5-[(4S,5S)-5-(4fluorophenyl)-4-methyl-2-oxo-1,3-oxazolidin-3-yl]benzene-1,3-dicarbonitrile (4S,5S)-5n, endowed with excellent D5D binding affinity, cellular activity, and high oral bioavailability in a mouse. It exhibited robust in vivo hepatic arachidonic acid/dihomo-γ-linolenic acid ratio reduction (a target engagement marker) in an atherosclerosis mouse model. Finally, an asymmetric synthetic procedure for this compound was established.