167777-17-5Relevant academic research and scientific papers
A metal-free route towards 1,5-disubstituted 1,2,3-triazolylmethylene linked disaccharides: Synthesis in a biodegradable hydroxyl-ammonium-based aqueous ionic liquid media
Kayet, Anirban,Pathak, Tanmaya
supporting information, p. 3341 - 3344 (2018/07/31)
Suitably protected carbohydrates were joined together using 1,5-disubstituted 1,2,3-triazolylmethylene (1,5-DTM) linkers. The DTM linker was built by the 1,3-dipolar cycloaddition reactions of a series of sugar azides with vinyl sulfonylmethylene-modified furanose or pyranose under metal free conditions. Three different biodegradable hydroxylammonium based ionic liquids were studied in water as the reaction media. The N,N-dimethyl ethanolammonium formate-water mixture was found to be the best reaction medium because the reaction time was shortened considerably to generate a dozen new 1,5-DTM-linked disaccharides.
A new method testing the orthogonality of different protecting groups
ágoston, Károly,ágoston, ágnes,Dorgan, Colin R.,Fügedi, Péter
supporting information, p. 98 - 103 (2015/11/25)
A new test was elaborated to identify a new set of orthogonal protecting groups. With the developed method eight different protecting groups were tested under various deprotection conditions and the complex reaction mixtures were analysed by HPLC. The dev
Reductive deprotection of propargyl ether by a SmI2-amine-water system and its application to polymer-supported oligosaccharide synthesis
Manabe, Shino,Ueki, Akiharu,Ito, Yukishige
, p. 5159 - 5161 (2008/12/20)
A SmI2-amine-water system instantaneously deprotected aryl and alkyl propargyl ethers in a reductive manner. The utility of the propargyl group as a protecting group in oligosaccharide synthesis, and its application to polymer-supported oligosaccharide synthesis is described.
A study of Pd(II) Cl2/CuCl catalysed Wacker reaction for the deprotection of prop-2-enyl and prop-1-enyl ethers
Mereyala, Hari Babu,Lingannagaru, Sarita Reddy
, p. 17501 - 17512 (2007/10/03)
Pd(II)Cl2 (1 mole equivalent)/CuCl/DMF-H2O/O2/2h catalysed oxidation of various prop-2-enyl ethers 1a-12a is reported to result in the formation of Wacker ketones 1b,3b,5b,6b,9b,11b,12b (12-51%), hydrolysis products 2c,4c-7c,9c-12c (12-43%) and η2-vinyl complexes of palladium chloride 2c,4c,7c,8c (52-94%) respectively. The corresponding prop-1-enyl ethers 2e,4e-12e under similar conditions react with a catalytic amount of Pd(II)Cl2 (0.2 mole equivalent) rapidly (15-20 min.) to give exclusively hydroxy compounds 2c,4c-12c respectively in good yields (75-97%).
