Molecules p. 5708 - 5720 (2010)
Update date:2022-09-26
Topics:
Spjut, Sara
Qian, Weixing
Elofsson, Mikael
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.
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Doi:10.1021/acs.jmedchem.8b00300
(2018)Doi:10.2174/157017810790796354
(2010)Doi:10.1134/S1070428010030152
(2010)Doi:10.1021/ma402137x
(2014)Doi:10.1016/j.molstruc.2010.03.074
(2010)Doi:10.1016/j.bmcl.2010.05.043
(2010)