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

Base Information

Chemical Name:2-(4-hydroxyphenyl)ethyl 6-O-(E)-(3-methoxy-4-hydroxy)cinnamoyl β-D-glucopyranoside
CAS No.:110978-95-5
Molecular Formula:C₂₄H₂₈O₁₀
Molecular Weight:476.48
Hs Code.:

Synonyms:2-(4-hydroxyphenyl)ethyl 6-O-(E)-(3-methoxy-4-hydroxy)cinnamoyl β-D-glucopyranoside

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Chemical Property of 2-(4-hydroxyphenyl)ethyl 6-O-(E)-(3-methoxy-4-hydroxy)cinnamoyl β-D-glucopyranoside

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Technology Process of 2-(4-hydroxyphenyl)ethyl 6-O-(E)-(3-methoxy-4-hydroxy)cinnamoyl β-D-glucopyranoside

There total 29 articles about 2-(4-hydroxyphenyl)ethyl 6-O-(E)-(3-methoxy-4-hydroxy)cinnamoyl β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 29.0%

: 955944-29-3
2-(4-benzyloxyphenyl)ethyl 2,3-di-O-benzyl-6-O-[(E)-4-O-benzylferuloyl]-β-D-glucopyranoside

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

Guidance literature:: With cyclohexa-1,4-diene; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; at 40 ℃; for 10h;
DOI:10.1016/j.carres.2007.06.022

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

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

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / BF₃*Et₂O / CH₂Cl₂ / 6 h / 20 °C

2: 100 percent / NaOMe; MeOH / 4 h / 20 °C

3: 95 percent / p-TsOH / dimethylformamide / 24 h / 20 °C

4: 90 percent / NaH / dimethylformamide / 20 h / 20 °C

5: 82 percent / aq. HOAc / 1.5 h / 80 °C

6: 35 percent / 4-dimethylaminopyridine; EDCI / CH₂Cl₂ / 1 h / 20 °C

7: 29 percent / 1,4-cyclohexadiene / Pd/C / ethanol; dimethylformamide / 10 h / 40 °C

With methanol; dmap; cyclohexa-1,4-diene; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2007.06.022