Derivatives of the D-threo-1-phenyl-2-trifluoroacetamido-1,3-pro

Drug – bio-affecting and body treating compositions – Antigen – epitope – or other immunospecific immunoeffector – Recombinant or stably-transformed bacterium encoding one or...

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260562R, A61K 31165

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active

041884027

ABSTRACT:
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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patent: 3542854 (1970-11-01), Teotino
Feitelson et al., "J. Pharm. Pharmacol, vol. 3 (1951), pp. 149-159.
Kanazawa et al., Chem. Abst. vol. 74, p. 86185b (1971).
Knanzawa et al., Chem. Abst. vol. 74, p. 135343n (1971).
Tsutsumi et al., Chem. Abst. vol. 74, p. 138955z.

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