88510-08-1Relevant articles and documents
Chemoenzymatic synthesis of naturally occurring phenethyl (1→6)-β-D-gluco-pyranosides
Kawahara, Eiji,Nishiuchi, Miho,Fujii, Mikio,Kato, Keisuke,Ida, Yoshiteru,Akita, Hiroyuki
, p. 1461 - 1470 (2007/10/03)
Direct β-glucosidation between phenethyl alcohol and D-glucose (5) using the immobilized β-glucosidase from almonds with the synthetic prepolymer ENTP-4000 gave a phenethyl β-D-glucoside (1) in 34% yield. The coupling of the phenethyl O-β-D-glucopyranoside congener (8) and methylthio-2,3,4-tri-O-acetyl-β-D-xylopyranoside (9), 2,3,4-tri-O-acetyl- α-L-arabinopyranosyl bromide (11), and methylthio 2,3,4-tri-O-acetyl- α-L-rhamnopyranoside (13) afforded the coupled products (10, 12, and 14), respectively. Deprotection of the coupled products (10, 12, and 14) afforded the synthetic phenethyl O-β-D-xylopyranosy-(1→6)- β-D- glucopyranoside (2), phenethyl O-α-L-arabinopyranosy-(1→6)-β-D- glucopyranoside (3), and phenethyl O-α-L-rhamnopyranosy- (1→6)-β-D-glucopyranoside (4), respectively.