Kinetic resolution of (±)-2,3-dihydro-3-methyl-4H-1,4-benzoxazines with (S)-naproxen
1999; Elsevier BV; Volume: 10; Issue: 14 Linguagem: Inglês
10.1016/s0957-4166(99)00276-1
ISSN1362-511X
AutoresValery N. Charushin, В. П. Краснов, Галина Л. Левит, M. A. Korolyova, М. И. Кодесс, О. Н. Чупахин, Min H. Kim, Ho Seong Lee, Young Jun Park, Kyung‐Chul Kim,
Tópico(s)Analytical Chemistry and Chromatography
ResumoA very effective method for the preparation of the (S)-enantiomers of 2,3-dihydro-3-methyl- and 7,8-difluoro-2,3-dihydro-3-methyl-4H-1,4-benzoxazines (1a and 2a) was developed using (S)-(+)-naproxen acyl chloride as the chiral agent for kinetic resolution of racemates. This method enables one to obtain the (S)-enantiomers of benzoxazines 1a and 2a of high enantiomeric purity (99% ee) in nearly 50% yield, taking into account that the (R)-enantiomers are recycled after their racemisation.
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