A Synthesis of  rac‐S ‐(2‐Acetoxy‐3‐hexadecyloxypropyl) thiophosphocholine, the isosteric and isopolar PAF analog | Zendy

Mlotkowska Barbara | Zendy; Olejnik Jadwiga | Zendy

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A Synthesis of rac‐S ‐(2‐Acetoxy‐3‐hexadecyloxypropyl) thiophosphocholine, the isosteric and isopolar PAF analog

Author(s) -

Mlotkowska Barbara,

Olejnik Jadwiga

Publication year - 1995

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.1995199508200

Subject(s) - thiophosphate , chemistry , yield (engineering) , stereochemistry , disulfide bond , medicinal chemistry , organic chemistry , thermodynamics , biochemistry , physics

rac‐S ‐(2‐Acetoxy‐3‐hexadecyloxypropyl) thiophosphocholine ( 5 ), the isosteric and isopolar thiophosphate analog of Platelet Activating Factor (PAF), was synthesized from bis(2‐acetoxy‐3‐hexadecyloxypropyl) disulfide ( 12 ) or O,O ‐diethyl S (2‐acetoxy‐3‐hexadecyloxypropyl) thiophosphate ( 16 ) as starting materials by two independent „one‐pot” procedures in 65% and 20% overall yield, respectively.

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