Clesa S.p.a.

Davide DellaBella

Mario Portelli

Giuseppe Cervato

Gianfranco Marca

A novel class of D-Threo-1-phenyl-1-trifluoroacetamido-1, 3-propanediols wherein the benzene ring is substituted in the para-position by methylmercapto or methanesulphonyl and the hydroxy moiety at position 3 of the prepanediol is acylated to afford alkanoyloxy, halo-alkanoyloxy or aminoalkanoyloxy. The instant products are prepared: (1) by treating a D-threo-1-(p-methanesulphonylphenyl)-2-amino-1,3-propanediol or a D-threo-1-(p-methylmercaptophenyl)-2-amino-1,3-propanediol with trifluoroacetic acid or with an ester derivative thereof; (2) by oxidation of the mercapto moiety in a D-threo-1-(p-methylmercaptophenyl)-2-trifluoroacetamido-1, 3-propanediol to afford the corresponding 1-(p-methanesulphonyl) derivative; or (3) by esterification of the 3-hydroxy moiety in a D-threo-1-phenyl-2-trifluoroacetamido-1, 3-propanediol precursor.

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Milan, Italy

Davide DellaBella