📜(Z,Z)-9,12-十八烷二烯酸二聚物,1,3-双棕榈酸甘油酯置于4-二甲氨基吡啶,N,N'-二环己基碳二亚胺体系中,用 四氯化碳 用作溶剂,化学反应 2.0H,以71%的收率获得1,3棕榈酸-2-亚油酸甘油酯
参考文献:含两种棕榈酸的对称和非对称三酰基甘油的合成及物理性质
标题:含两种棕榈酸的对称和非对称三酰基甘油的合成及物理性质
摘要:Abstracta Series Of Symmetrical (Aba) And Non‐symmetrical (Aab) Triacylglycerol (Tag) Isomers Containing "a," Palmitic (P; 16:0) Acid,And "b," Either Oleic (O; 9C‐18:1),Elaidic (E; 9T‐18:1),Linoleic (L; 9C,12C‐18:2) Or Linolenic (Ln; 9C,12C,15C‐18:3) Fatty Acids Were Synthesized By Esterification Of The Thermodynamically More‐stable 1,3‐di‐ Or 1(3)‐monoacylglycerols [1,3‐dag Or 1(3)‐mag],Respectively. 1,3‐dipalmitoylglycerol (1,3P‐dag) Was Esterified With O,L Or Ln Acid To Prepare The Symmetrical Tag Isomers Pop,Plp And Plnp,While The O‐ E‐,L‐ And Ln‐1(3)Mag Precursors,Synthesized Or Obtained Commercially,Were Esterified With P Acid To Prepare The Non‐symmetrical Tag Isomers Opp,Epp,Lpp And Lnpp,Respectively. The Drop Point(S),Solid Fat Content And Melting Point Values Of The Synthesized Tag Were Determined. The 1,3‐dipalmitoylglycerol (1,3P‐dag) And 1(3)P‐mag Precursors Were Prepared,In Multi‐gram Quantities,By Partial Glycerolysis (Glycerol/p‐toluenesulfonic Acid) Of Tripalmitin. After Fractionation By Silica Gel Chromatography,The 1(3)P‐mag And 1,3P‐dag Isomers (Ca. 80% Of Total Mag Or Dag) Were Purified (>98%) By Crystallization From Acetone [silver Ion‐HPLC Was Utilized To Determine The Structural Purities Of The Dag (Or Mag) Precursors,And The Synthesized Tag]. Esterification Of The Appropriate,Thermodynamically More‐stable Mag Or Dag Precursors Was Found To Be A Very Versatile Method For Synthesis (In 80-90% Yields) Of Multi‐gram (3-5 G) Quantities Of Symmetrical And Non‐symmetrical Tag Isomers,In Chemical And Structural Purities Of >96 And 97-99%,Respectively.
Doi:10.1007/s11746-007-1173-Y