📜1-棕榈酰-2-月桂酰-锡-甘油置于三乙胺体系中,用 乙腈,苯 作为反应溶剂,化学反应 32.0H,反应生成 1-棕榈酰-2-月桂酰基卵磷脂
参考文献:A New Approach To The Stereospecific Synthesis Of Phospholipids. The Use Of L-Glyceric Acid For The Preparation Of Diacylglycerols,Phosphatidylcholines,And Related Derivatives
标题:A New Approach To The Stereospecific Synthesis Of Phospholipids. The Use Of L-Glyceric Acid For The Preparation Of Diacylglycerols,Phosphatidylcholines,And Related Derivatives
摘要:A New Stereospecific Synthesis Of Phospholipid Derivatives Of 1,2-Diacyl-Sn-Glycerols Is Reported. The Synthesis Is Based On (I) The Use Of L-Glyceric Acid As The Stereocenter For Construction Of The Optically Active Phospholipid Molecule,(2) Preparation Of 3-Triphenylmethyl-Sn-Glycerol As The Key Intermediate For Sequential Introduction Of The Primary And Secondary Acyl Functions Leading To The Chiral Diglycerides,And (3) Elaboration Of The Sn-3-Phosphodiester Headgroup Via Phosphorylation Using 2-Chloro-2-Oxo-1,3,2-Dioxaphospholane,Followed By Ring Opening Of The Five-Membered Phosphorus Heterocycle With Trimethylamine,Ammonia,As Well As Oxygen And Sulfur Nucleophiles. The Sequence Has Been Shown To Be Suitable For The Preparation Of Both Symmetric And Mixed-Chain Diacylglycerols With Saturated And Unsaturated Acyl Substituents. Phospholipid Headgroups Including Phosphocholine,Phosphoethanolamine,Phosphoethanol,And Phosphoethylthioacetate Functions Have Been Prepared. Application Of The Method To The Synthesis Of Functionalized Phosphatidylcholines Has Also Been Demonstrated By Incorporating Spectroscopically Active Spin-Labeled And Fluorescent Reporter Groups Via Postsynthetic Derivatization Of Chain Terminal W-Aminoalkyl Functions Of The Acyl Substituents Of The Compounds. The Synthetic Methods Developed Have A Great Deal Of Flexibility,Providing Convenient Routes To A Wide Range Of Structurally Variable Phospholipids For Physicochemical,Enzymological,And Cell-Biological Studies.
DOI:10.1021/jo990414E