synthesis and application of a 2-[(4-fluorophenyl)-sulfonyl]ethoxy carbonyl(fsec) protected glycosyl donor in carbohydrate chemistry
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ID: 243711
2010
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Abstract
The 2-[(4-fluorophenyl)sulfonyl]ethoxy carbonyl (Fsec) group for protection of hydroxyl groups has been designed, synthesized, and evaluated. Fsec-Cl was readily prepared in 91% yield over three steps and subsequently used to protect 4-fluorobenzyl alcohol in high yield. The Fsec group was cleaved from the resulting model compound under mild basic conditions e.g., 20% piperidine in DMF and was stable under acidic conditions, e.g., neat acetic acid. The Fsec group was used to protect the unreactive 4-OH in a galactose building block that was later used in the synthesis of 6-aminohexyl galabioside.
| Reference Key |
spjut2010moleculessynthesis
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|---|---|
| Authors | ;Sara Spjut;Weixing Qian;Mikael Elofsson |
| Journal | Journal of ethnopharmacology |
| Year | 2010 |
| DOI |
10.3390/molecules15085708
|
| URL | |
| Keywords | Keywords not found |
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