SYNTHESIS OF 1,2-O-ISOPROPYLIDENE GLYCERO-THIOLO-(DITHIOLO)-PHOSPHOHOMOCHOLINES. A NEW THION-THIOL ISOMERIZATION OF ALKYLENE PHOSPHOROTHIOATES

E. E. Nifantyev V. I. Lenin Moscow State Pedagogical Institute, Department of Chemistry, Moscow, 119882, U.S.S.R.

D. A. Predvoditelev V. I. Lenin Moscow State Pedagogical Institute, Department of Chemistry, Moscow, 119882, U.S.S.R.

E. N. Rasadkina V. I. Lenin Moscow State Pedagogical Institute, Department of Chemistry, Moscow, 119882, U.S.S.R.

A. R. Bekker V. I. Lenin Moscow State Pedagogical Institute, Department of Chemistry, Moscow, 119882, U.S.S.R.

Abstract

A convenient method for thion-thiol isomerization of 1,3-alkylen-phosphorothioates under the action of phosphonium bromides is offered. The possibility of exo-and endo-cyclic isomerisation at the expense of a change of substituents on phosphorus atom is considered. Cyclic 1,2-O-isopropylideneglycerothiolo-and dithiolophosphates have been reacted with trimethylamine to yield in such a way 1,2-O-isopropylideneglycero-thiolo-(dithiolo)phosphohomocholines which are of interest for the synthesis of phospholipids.

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SYNTHESIS OF 1,2-O-ISOPROPYLIDENE GLYCERO-THIOLO-(DITHIOLO)-PHOSPHOHOMOCHOLINES. A NEW THION-THIOL ISOMERIZATION OF ALKYLENE PHOSPHOROTHIOATES

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SYNTHESIS OF 1,2-O-ISOPROPYLIDENE GLYCERO-THIOLO-(DITHIOLO)-PHOSPHOHOMOCHOLINES. A NEW THION-THIOL ISOMERIZATION OF ALKYLENE PHOSPHOROTHIOATES

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