Glyceroamidothiophosphates of cholecalciferol (Vitamin D 3 ) | Zendy

Stamatov Stephan D. | Zendy; Gronowitz Salo | Zendy

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Glyceroamidothiophosphates of cholecalciferol (Vitamin D 3 )

Author(s) -

Stamatov Stephan D.,

Gronowitz Salo

Publication year - 1990

Publication title -

lipids

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.601

H-Index - 120

eISSN - 1558-9307

pISSN - 0024-4201

DOI - 10.1007/bf02544329

Subject(s) - glycerol , reagent , thiophosphate , chemistry , lipidology , cholecalciferol , molar ratio , monoglyceride , medicinal chemistry , organic chemistry , vitamin , biochemistry , catalysis , clinical chemistry , fatty acid

The hexamethyltriamide of phosphorous acid activated by the addition of iodine at the optimum molar ratio 1.05∶0.05 was used as a phosphorylating reagent to synthesize cholecalciferyl‐3‐ 0 ‐( N,N ‐dimethylamido)thiophosphate derivatives of 1,3‐benzylidene‐ rac ‐glycerol, 1,2‐isopropylidene‐ rac ‐glycerol, 1,3‐dioleoyl‐ rac ‐glycerol, and 1,2‐dioleoyl‐ rac ‐glycerol in a one‐pot procedure in high overall yields (81–86%). The compounds represent new model types of phospholipid structures which, in addition to glycerol and a steroid fragment, contain a biologically important linkage other than an oxygen‐phosphorus bond.

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