190123-33-2

Upstream product

• 115375-24-1 (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid 
• 190123-29-6 2-(4-allyloxyphenyl)ethyl 2,3,6-tri-O-chloroacetyl-β-D-glucopyranoside 
• 854261-52-2 allyl (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylate 
• 190123-17-2 2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 797041-00-0 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[2-(4-allyloxy-phenyl)-ethoxy]-tetrahydro-pyran-4-yl ester 
• 190123-24-1 2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-β-D-glucopyranoside 
• 190123-12-7 2-(4-allyloxyphenyl)ethyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 190122-97-5 [1-(4-allyloxyphenyl)]ethyl β-D-glucopyranoside 
• 98704-58-6 2-(4-(allyloxy)phenyl)ethanol 
• 25244-30-8 4-(allyloxy)bromobenzene 
• 106-41-2 4-bromo-phenol 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 

Downstream Products

• 110978-95-5 2-(4-hydroxyphenyl)ethyl 6-O-(E)-(3-methoxy-4-hydroxy)cinnamoyl β-D-glucopyranoside 

Relevant academic research and scientific papers

Total synthesis of the phenylpropanoid glycoside, grayanoside A

Grayanoside A, 2-(4-hydroxyphenyl)ethyl 6-O-feruloyl-β-D-glucopyranoside, was synthesized for the first time by using chloroacetyl groups for the protection of hydroxy functions. 2-(4-Allyloxyphenyl)ethyl 4-O-[(4-O-allyl)feruloyl]-2,3,6-tri-O-chloroacetyl-β-D-glucopyranoside (12) was synthesized from 2-(4-allyloxyphenyl)ethyl 4,6-O-benzylidene-β-D-glucopyranoside (8) in four steps with the goal of preparing syringalide B. It was found, however, that the feruloyl group migrated from the 4- to the 6-position of the glycopyranoside during the deprotection of 12.