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

Enzymatic glucosylation of racemic phenylephrine by glucosyltransferase from Nicotiana tabacum gave (R)-phenylephrine glucoside and recovered (S)-phenylephrine. [RuCl2(p-cymene)](2) complex associated with simple hemisalen ligands or zeolite were able to racemize (S)-phenylephrine. The RuCl2(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.