Synthesis of 1,2-dioleoyl-3-(alpha-14C-1-adamantoyl)-sn-glycerol and 1-14C-adamantanecarboxylic acid.
The pancreatic lipase inhibitor 1,2-dioleoyl-3-(alpha-14C-1-adamantoyl)-sn-glycerol, with a specific activity of 8 mCi/mmole, was prepared by consecutive acylation of 1,2-isopropylidene-sn-glycerol with 1-14C-adamantanecarboxylic acid chloride and oleoyl chloride. The 14C-labeled acid was conveniently prepared by carboxylation of 1-adamantanol using 14C-sodium formate in concentrated sulfuric acid.
D000218:Adamantane / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D002264:Carboxylic Acids / Q000138:chemical synthesis; D008722:Methods; D014280:Triglycerides / Q000138:chemical synthesis*
D001952:Bridged-Ring Compounds; D002264:Carboxylic Acids; D014280:Triglycerides; C012698:adamantanecarboxylic acid; D000218:Adamantane