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Etheranaloge der Thio‐ und Dithiophospholipide mit CSP‐Bindung
Author(s) -
Markowska Anna,
Młotkowska Barbara,
Olejnik Jadwiga,
Sażała Małgorzata
Publication year - 1993
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1993199301216
Subject(s) - chemistry , ether , phosphocholine , thio , phosphorylation , stereochemistry , medicinal chemistry , phospholipid , organic chemistry , biochemistry , membrane , phosphatidylcholine
Ether Analogues of Thio‐ and Dithiophospholipids with C–S–P Bond The efficient synthesis of 1‐ O ‐hexadecyl‐2‐ O ‐methyl‐3‐thioglycero‐3‐phosphocholine ( 5a ) and 1‐ S ‐hexadecyl‐2‐ O ‐methyl‐1,3‐dithioglycero‐3‐phosphocholine ( 5b ) based on phosphorylation of 1‐ O ‐hexadecyl‐2‐ O ‐methyl‐3‐thioglycerol ( 3a ) and 1‐ S ‐hexadecyl‐2‐ O ‐methyl‐1,3‐dithioglycerol ( 3b ) with 2‐chloro‐2‐oxo‐1,3,2‐dioxaphospholane ( 6 ) followed by ring opening of the resulting intermediates 4a and 4b is described.