40100-63-8Relevant academic research and scientific papers
Stereoselective Access to 1-[2-Bromo(het)aryloxy]propan-2-amines Using Transaminases and Lipases; Development of a Chemoenzymatic Strategy Toward a Levofloxacin Precursor
Mourelle-Insua, ángela,López-Iglesias, María,Gotor, Vicente,Gotor-Fernández, Vicente
, p. 9765 - 9774 (2016/10/31)
Two independent enzymatic strategies have been developed toward the synthesis of enantioenriched 1-[2-bromo(het)aryloxy]propan-2-amines. With that purpose a series of racemic amines and prochiral ketones have been synthesized from commercially available 2-bromophenols or brominated pyridine derivatives bearing different pattern substitutions in the aromatic ring. Biotransamination experiments have been studied using ketones as starting materials, yielding both the (R)- and (S)-amine enantiomers with high selectivity (91-99% ee) depending on the transaminase source. In a complementary approach, the classical kinetic resolutions of the racemic amines have been investigated using Candida antarctica lipase type B as biocatalyst. Ethyl methoxyacetate was found as a suitable acyl donor leading to the corresponding (S)-amines (90-99% ee) and (R)-amides (88-99% ee) with high selectivity in most of the cases. A preparative biotransamination process has been developed for the synthesis of (2S)-1-(6-bromo-2,3-difluorophenoxy)propan-2-amine in 61% isolated yield after 24 h, a valuable precursor of the antimicrobial agent Levofloxacin.
Discovery of amino-acetonitrile derivatives, a new class of synthetic anthelmintic compounds
Ducray, Pierre,Gauvry, Noelle,Pautrat, Francois,Goebel, Thomas,Fruechtel, Joerg,Desaules, Yves,Weber, Sandra Schorderet,Bouvier, Jacques,Wagner, Trixie,Froelich, Olivier,Kaminsky, Ronald
, p. 2935 - 2938 (2008/12/22)
A new series of amino-acetonitrile derivatives (AAD) have been discovered that exhibit high anthelmintic activity against parasitic nematode species such as Haemonchus contortus and Trichostrongylus colubriformis. Significantly, these compounds also demonstrate activity against nematode strains resistant to the currently available broad-spectrum anthelmintics. The discovery, synthesis, structure-activity relationship and biological results are presented.
Cationic palladium complex catalyzed highly enantioselective intramolecular addition of arylboronic acids to ketones. A convenient synthesis of optically active cycloalkanols
Liu, Guixia,Lu, Xiyan
, p. 16504 - 16505 (2007/10/03)
An efficient and convenient synthesis of optically active cycloalkanols by utilizing the chiral cationic palladium complex as the catalyst was achieved in mild conditions with high yield and high enantioselectivity. Copyright
