84415-90-7Relevant academic research and scientific papers
An Efficient Stereocontrolled Route to Both Enantiomers of Platelet Activating Factor and Analogues with Long-Chain Esters at C2: Saturated and Unsaturated Ether Glycerolipids by Opening of Glycidyl Arenesulfonates
Guivisdalsky, Pedro N.,Bittman, Robert
, p. 4643 - 4648 (2007/10/02)
Both enantiomers of various ether/ester glycerophospholines (R)- and (S)-1, including platelet activating factor (PAF, 2), have been synthesized from arenesulfonate derivatives of glycidol ((R)- and (S)-3) that are readily available in high enantiomeric p
NOVEL ENANTIOSELECTIVE SYNTHESIS OF PLATELET ACTIVATING FACTOR AND ITS ENANTIOMER VIA RING OPENING OF GLYCIDYL TOSYLATE WITH 1-HEXADECANOL
Guivisdalsky, Pedro N.,Bittman, Robert
, p. 4393 - 4396 (2007/10/02)
(2R)-and(2S)-Glycidyl tosylates 3 and 3' were used to synthesize platelet activating factor 1 and its enantiomer 2 in very high optical purity via the ring-opened ether-linked glycerol tosylate 4 and 4'
Stereoselective Synthesis of Long-chain 1-O-(β-D-Maltosyl)-3-O-alkyl-sn-glycerols (Alkyl Glyceryl Ether Lysoglycolipids)
Prinz, Harald,Six, Lambert,Ruess, Klaus-Peter,Lieflaender, Manfred
, p. 217 - 225 (2007/10/02)
The synthesis of long-chain 2-O-benzyl-3-O-alkyl-sn-glycerols 5 was improved, making these compounds easily accessible for glycosylation experiments.Glycosylation with α-acetobromomaltose following a modified Koenings-Knorr procedure after removal of the protective groups yielded the title compound 9 in good yields.These compounds represent examples of alkyl glyceryl ether lysoglycolipids.Some properties of these amphiphilic compounds with a nonionic carbohydrate head-group differ not much (critical micell concentration, hemolytic activity), other properties differ very much (antitumor efficiency) from the properties of the analogous compounds with a zwitterionic phosphorylcholine head-group.
