Thiophosphorylation of Pharmacophoric Phenols, Diols, and Triols

1,2:5,6-Di-O-Cyclohexylidene-d-Mannitol and Its Bis(Trimethylsilyl) Ether in the Dithiophosphorylation Reactions

“…Indeed, we have previously shown that bisalkyldithiophosphonic acids react with acetonitrile to form cyclic alkyltrithiopyrophosphonates and thioacetamide . On the other hand, anhydrous benzene seems to be the most appropriate inert solvent for successful synthesis of stable bisaryldithiophosphonic acids . New bisdithiophosphonic acids were prepared on the basis of the reactions of dithiadiphosphetanes 1 with tri(ethylene glycol), 1,4‐butandiol, (+)‐dimethyl L ‐tartrate, ethambutol dihydrochloride, and trans ‐3,4‐pinanediol in the anhydrous benzene suspension under mild conditions .…”

“…On the other hand, anhydrous benzene seems to be the most appropriate inert solvent for successful synthesis of stable bisaryldithiophosphonic acids . New bisdithiophosphonic acids were prepared on the basis of the reactions of dithiadiphosphetanes 1 with tri(ethylene glycol), 1,4‐butandiol, (+)‐dimethyl L ‐tartrate, ethambutol dihydrochloride, and trans ‐3,4‐pinanediol in the anhydrous benzene suspension under mild conditions . Some of bisdithiophosphonic acids possess optical activity.…”

“…New bisdithiophosphonic acids were prepared on the basis of the reactions of dithiadiphosphetanes 1 with tri(ethylene glycol), 1,4‐butandiol, (+)‐dimethyl L ‐tartrate, ethambutol dihydrochloride, and trans ‐3,4‐pinanediol in the anhydrous benzene suspension under mild conditions . Some of bisdithiophosphonic acids possess optical activity. In this connection, we expected to synthesize optically active bisdithiophosphonic acids by the reaction of dithiadiphosphetanes 1a,b with chiral diketonide 2 in the benzene suspension at 20–40°C for 1–2 h (Scheme ).…”

“…It should be emphasized that bisdithiophosphonic acids previously obtained were transformed into the corresponding diammonium salts, which have been used for the synthesis of bis(triorganylgermyl), stannyl, and plumbyl derivatives . The similar diammonium salts can be prepared by the treatment of acids 3a,b with ammonia or alkylamines.…”