Synthesis of cyclopentano-N-methylphosphatidylethanolamines: aminolysis during the use of methylamine.
Monomethylamine and N-benzyl-N-methylamine were used as nucleophiles in the amination of the bromoethylester of cyclopentano-phosphatidic acid. The former reagent led to extensive aminolysis and the quantitative formation of N-methylpalmitamide, rather than the desired cyclopentano-phosphatidyl-N-me...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
1984-03-01
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| Series: | Journal of Lipid Research |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S0022227520378287 |
| Summary: | Monomethylamine and N-benzyl-N-methylamine were used as nucleophiles in the amination of the bromoethylester of cyclopentano-phosphatidic acid. The former reagent led to extensive aminolysis and the quantitative formation of N-methylpalmitamide, rather than the desired cyclopentano-phosphatidyl-N-methylethanolamine. However, the method of Shapiro and Rabinsohn (1964. Biochemistry. 3:603-605), in which N-benzyl-N-methylamine was used as a nucleophile, was adapted for a successful synthesis. |
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| ISSN: | 0022-2275 |