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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.