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Dibenzyl N,N-diethylphosphoramidite may be used as phosphitylating reagent in the synthesis of glycosyl phosphites and phosphates, in the preparation of 6-dibenzylphosphate-1,3,5-tri-O-PMB-myo-inositol, for phosphorylating the alcohols.
Mui Mui Sim; Hirosato Kondo; Chi Huey Wong. Synthesis of dibenzyl glycosyl phosphites using dibenzyl N, N-diethylphosphoramidite as phosphitylating reagent: an effective route to glycosyl phosphates, nucleotides, and glycosides. J. Am. Chem. Soc. 1993, 115 (6), 2260-2267.
Peter A Jordan; Katherine J Kayser-Bricker; Scott J Miller. Asymmetric phosphorylation through catalytic P(III) phosphoramidite transfer: enantioselective synthesis of D-myo-inositol-6-phosphate. PNAS. 2010, 107 (48), 20620-20624.
Phosphitylating agent which reacts with an alcohol under mild conditions. Subsequent oxidation, e.g. with hydrogen peroxide, followed by hydrogenolysis of the benzyl groups, affords the alkyl phosphate: Tetrahedron, 47, 2643 (1991); J. Org. Chem., 59, 7182 (1994). This sequence provides a convenient route to glycosyl phosphates via the glycosyl phosphites: J. Am. Chem. Soc. 115, 2260 (1993).
Gefahrenhinweise (EU): H227-H315-H319-H335
Combustible liquid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.