Citation: Zhang Yue, Zhang Pengtao, Yu Guangli, Li Chunxia. Synthesis of 1, 2-Dihexadecyl-sn-glycero-3-phosphoethanolamine[J]. Chinese Journal of Organic Chemistry, ;2017, 37(6): 1456-1462. doi: 10.6023/cjoc201612034 shu

Synthesis of 1, 2-Dihexadecyl-sn-glycero-3-phosphoethanolamine

Key Laboratory of Glycoscience and Glycotechnology of Shandong Province, Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003

Corresponding author: Li Chunxia, lchunxia@ouc.edu.cn
Received Date: 9 December 2016
Revised Date: 13 February 2017

Fund Project: the Special Fund for Marine Scientific Research in the Public Interest 201405038the National Natural Science Foundation of China-Shandong Joint Fund for Marine Science Research Centers U1406402

Figures(4)

1, 2-Dihexadecyl-sn-glycero-3-phosphoethanolamine (DHPE) is one type of glycerophospholipids, and it has a wide range of application in biology. A new and efficient method was developed to synthesis DHPE using (S)-2, 2-dimethyl-1, 3-dioxolane-4-methanol, hexadecanol and ethanolamine as starting materials. 1, 2-Dihexadecyl-sn-glycerol and N-Boc-etha-nolamine were synthesized as two key intermediates, which were coupled under condition of Still-Gennari reagent. Then Horner-Wadsworth-Emmons reaction condition was applied to deprotect methyl acetate group of glycerophospholipid efficiently. The target compound DHPE was obtained in 32% overall yield by 8 steps.
- DHPE,
- glycerophospholipids,
- synthesis,
- Horner-Wadsworth-Emmons reactions
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