Glycolipids synthesis: improved hydrazinolysis conditions for preparation of 1,2-polyunsaturated fatty acyl-β-monogalactosyl-glycerols
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- 作者：Dario Pagano&dagger ; ; Adele Cutignano&dagger ; ; Emiliano Manzo ; emanzo@icb.cnr.it" class="auth_mail" title="E-mail the corresponding author ; Francesco Tinto ; Angelo Fontana
- 关键词：Galactolipids ; Bioactive lipids ; Protecting group ; Acetate ; Synthetic method ; Organic synthesis
- 刊名：Carbohydrate Research
- 出版年：2016
- 出版时间：7 April 2016
- 年：2016
- 卷：424
- 期：Complete
- 页码：21-23
- 全文大小：301 K
文摘
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A series of 1,2-O-diacyl-3-O-(β-2',3',4',6'-tetra-acetyl-galactopyranosyl)-glycerol analogs with fatty acids from palmitoleic to arachidonic were synthetized according to published procedure.
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Application of the usual hydrazinolysis experimental conditions to the synthetic 1,2-O-diacyl-3-O-[(2',3',4',6'-tetra-acetyl)-β-D-galactosyl]-glycerols analogs gave partially hydrogenated by-products.
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Exceptionally mild and selective removal of acetate protecting groups by improved conditions of hydrazinolysis has been developed and applied for a safer strategy for synthesis of poly-unsaturated fatty acyl β-glycolipids.