35523-45-6

Usage

Uses

Antibacterial.

InChI:InChI=1/C3H6FNO2/c4-1-2(5)3(6)7/h2H,1,5H2,(H,6,7)/t2-/m1/s1/i2D

Upstream product

• 433-48-7 fluoropyruvic acid 
• 618-36-0 rac-methylbenzylamine 
• 103292-62-2 (2R)-2-amino-2-deutero-3-hydroxy-propanoic acid 

Relevant academic research and scientific papers

Fluorodesulfurization of alkyl mercaptans or alkyl dithianes

Organic compounds containing a mercapto group or a dithiane moiety can be transformed into the analogous fluoro or difluoro compounds by reacting them with a halogenating reagent in liquid hydrogen fluoride, optionally containing boron trifluoride or antimony pentafluoride solution, at temperatures from about -80° and 15° C. The method may be descriptively termed "fluorodesulfurization".

Processes for asymmetric conversion of 3-fluoro-L-alanine and 2-deutero-3-fluoro-L-alanine to their D-isomers

3-Fluoro-L-alanine is transformed by asymmetric conversion, via an intermediate L-2-(halo)-3-fluoropropionic acid, to 3-fluoro-D-alanine. The 3-fluoro-D-alanine thus obtained is a potent antibacterial agent.

Process for preparing 3-fluoro-D-alanine and its deutero analogs

3-Fluoro-D-alanine and its deutero analogs, which are potent antibacterial agents, are prepared from fluoropyruvic acid by asymmetric synthesis using an optically active amine such as D-α-methyl-benzylamine.