Zambon S.p.a.

Giancarlo Jommi

Dario Chiarino

Roberto Pagliarin

Davide Della Bella

Mario Fantucci

Replacement with fluorine of the primary hydroxy group of 1-phenyl-2-amino-1,3-propanediol compounds wherein the secondary hydroxy group and the amino group have been suitably protected. The reaction is carried out with an inorganic fluoride in a polyglycol. New oxazoline compounds particularly useful in said process.

Process for preparing 1-phenyl-2-amino-3-fluoro-1-propanols

Replacement with fluorine of the primary hydroxy group of 1-phenyl-2-amino-1,3-propanediol compounds wherein the secundary hydroxy group and the amino group have been suitably protected. The reaction is carried out with an inorganic fluoride in a polyglycol. New oxazoline compounds particularly useful in said-process.

Process for fluorinating 1-phenyl-2-amino-1,3-propanediol compounds and

Intermediates of Formula ##STR1## where R is a methylthio, methylsulfoxy, methylsulfonyl or a nitro group; and

Intermediates for the preparation of

Intermediates having the formula ##STR1## wherein R is --NO.sub.2, CH.sub.3 S--, CH.sub.3 SO--, or CH.sub.3 SO.sub.2 --, X.sub.1 is hydrogen, alkyl, haloalkyl, (substituted) phenyl or phenylalkyl and Y is F or --OSO.sub.2 R.sub.6 wherein R.sub.6 is methyl, trifluoromethyl, (substituted) phenyl naphthyl or pyridyl are disclosed.

2 Hydrocarbyl-4 substituted methyl 5 (4 substituted phenyl)-oxazolines

The compound N-[(1S,2R)-fluoromethyl-2-hydroxy-2-(4-methylsulphonyl-phenyl)-ethyl]-2-pr openamide and the derivatives thereof in which the hydroxy in 2 position is esterified by a mono or dicarboxylic acid or by an aminoacid are described. Such compounds have antibiotic activity and are useful in human and veterinary therapy.

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Milan, Italy

Giancarlo Jommi