602297-58-5Relevant articles and documents
Kinetic resolution of heterocyclic amines by reaction with optically active acid chlorides. The effect of reaction conditions on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4-benzoxazine
Krasnov,Levit,Korolyova,Bukrina,Sadretdinova,Andreeva,Charushin,Chupakhin
, p. 1253 - 1256 (2004)
The influence of the reaction conditions (solvent, base) on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4- benzoxazine with (S)-naproxen and N-tosyl-(S)-proline chlorides was studied. The highest diastereoselectivity was observe
N-tosyl-(S)-prolyl chloride in kinetic resolution of racemic heterocyclic amines
Gruzdev,Vakarov,Levit,Krasnov
, p. 1795 - 1807 (2014/05/06)
The kinetic resolution of racemic heterocyclic amines via acylation with N-tosyl-(S)-prolyl chloride was systematically investigated. It was established that racemic mixtures of aromatic amines could be resolved with high efficiency, while the acylation of 2- and 3-methylpiperidines occurred with low diastereoselectivity. A method for the preparation of enantiomerically pure (3R)-7,8-difluoro-3-methyl-3,4-dihydro-2H-[1,4]benzoxazine was developed.
Kinetic resolution of (±)-2,3-dihydro-3-methyl-4H-1,4-benzoxazine, (±)-2-methyl-1,2,3,4-tetrahydroquinoline and (±)-2-methylindoline using N-tosyl-(S)-prolyl chloride
Krasnov, Victor P.,Levit, Galina L.,Bukrina, Iraida M.,Andreeva, Irina N.,Sadretdinova, Liliya Sh.,Korolyova, Marina A.,Kodess, Mikhail I.,Charushin, Valery N.,Chupakhin, Oleg N.
, p. 1985 - 1988 (2007/10/03)
Acylation of racemic 2,3-dihydro-3-methyl-4H-1,4-benzoxazine, 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methylindoline with N-tosyl-(S)-prolyl chloride resulted in their kinetic resolution with the predominant formation of (R,S)-diastereoisomeric amides,