α‐d‐Glucofuranose and α‐d‐allofuranose diacetonides react with 2,4‐diorganyl 1,3,2,4‐dithiadiphosphetane‐2,4‐disulfides to form optically active dithiophosphonates in 78–81% yields, which are transformed into the corresponding ammonium salts in 90–97% yields by the treatment of n‐hexadecylamine. The S‐silyldithiophosphonate was prepared in 93% yield by the reaction of 2,4‐bis(butoxyphenyl) 1,3,2,4‐dithiadiphosphetane‐2,4‐disulfide with silyl ether of α‐d‐glucofuranose diacetonide. One of the salts obtained possesses antibacterial activity against Staphylococcus aureus ATCC 6538‐P.

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ABSTRACT:The reaction of 2,4-diaryl 1,3,2,4-dithiadiphosphetane-2,4-

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A new series of (S)-(–)-nicotinium salts of cyclic dithiophosphoric acids were synthesized by the reactions of 5,5-dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane and 4-methyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane with (S)-(–)-nicotine. Picolinic and nicotinic acids and potassium pyridine-3-carboxylate reacted with O,O-diterpenyl dithiophosphoric acids on the basis of (1R)-endo-(+)-fenchyl alcohol and (S)-(–)-menthol to afford the corresponding 2-carboxypyridinium, 3-carboxypyridinium and potassium pyridinium-3-carboxylate dithiophosphates. The antibacterial and antifungal activity of (S)-(–)-nicotinium 4-methyl-2-mercapto-2-thiono-1,3,2- dioxaphosphorinane and salts of O,O-diterpenyl dithiophosphoric acids on the basis of nicotine and nicotinamide were evaluated.

Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids. Antimicrobial activity of products obtained was tested.

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