[The synthesis of thio- and selenoanalogues of phospholipids on the basis of 2-butyl-2-hydroxymethyl-1,3-propanediol].
New analogues of nonglycerol polyol phospholipids were prepared on the basis of 1,1,1-trimethylolethane. Amidophosphites and cyclophosphites of the isopropylidene derivative of this polyol were intermediates in the syntheses. They were treated with sulfur or selenium. Phosphoacetals were converted into lipids by the direct acylation with higher fatty acid chlorides. The triol bicyclophosphite was also used in the lipid syntheses. It was directly acylated at the oxygen atom, the resulting acylpolyol of chlorophosphite was then converted into phospholipids by alcoholysis and subsequent treatment with sulfur.
Savin
G A
GA
Kutsemako
O M
OM
D000080:Acetals / Q000737:chemistry; D000215:Acylation; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D017905:Phosphites / Q000737:chemistry; D010743:Phospholipids / Q000138:chemical synthesis* / Q000737:chemistry; D019946:Propylene Glycol / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry; D013457:Sulfur Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000080:Acetals; D016566:Organoselenium Compounds; D017905:Phosphites; D010743:Phospholipids; D013457:Sulfur Compounds; D019946:Propylene Glycol