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Enzymatic glucosylation of racemic phenylephrine by glucosyltransferase from Nicotiana tabacum gave ( R)-phenylephrine glucoside and recovered ( S)-phenylephrine. [RuCl 2 ( p-cymene)] 2  complex associated with simple hemisalen ligands or zeolite were able to racemize ( S)-phenylephrine. The [RuCl 2 ( p-cymene)] 2 /Ligand/TEMPO or zeolite racemization was associated with the enantioselective glycosylation of racemic phenylephrine with glucosyltransferase. The ( R)-stereoselective glucosylation of ( RS)-phenylephrine occurred to produce a high yield of ( R)-phenylephrine glucoside in high yield.

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Application of Racemization Process to Dynamic Resolution of (RS)-Phenylephrine to (R)-Phenylephrine β-D-Glucoside by Nicotiana tabacum Glucosyltransferase