Regeneration of 6-fluoro-4-chromanone from 6-fluoro-4-ureidochro

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D31168

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045515425

ABSTRACT:
6-Fluoro-4-chromanone can be regenerated from (R)-6-fluoro-4-ureidochroman-4-carboxylic acid, or from mixtures of (R)-6-fluoro-4-ureidochroman-4-carboxylic acid and its racemic modification, by oxidation with a permanganate, especially potassium permanganate. 6-Fluoro-4-chromanone is a chemical intermediate useful for preparing sorbinil, an aldose reductase inhibitor which can be used in clinical medicine for the control of the chronic complications of diabetes. (R)-6-Fluoro-4-ureidochroman-4-carboxylic acid and its racemic modification are by-products from the production of sorbinil from 6-fluoro-4-chromanone.

REFERENCES:
patent: 4117230 (1978-09-01), Sarges
patent: 4130714 (1978-12-01), Sarges
patent: 4286098 (1981-08-01), Sarges
patent: 4348526 (1982-09-01), Sarges
patent: 4431828 (1984-02-01), Cue et al.
patent: 4435578 (1984-03-01), Cue et al.
Sarges et al., J. Org. Chem., 47, 4081 (1982).

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