2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde

Base Information

Chemical Name:2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde
CAS No.:857283-23-9
Molecular Formula:C₂₇H₂₇BrO₅
Molecular Weight:511.412
Hs Code.:

Synonyms:2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde

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Chemical Property of 2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde

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Technology Process of 2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde

There total 7 articles about 2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde 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: 71.0%

: 857283-28-4
2-{(2-benzyloxy-4-bromo-5-methoxy)-(3RS)-[methoxy-(2-methoxy-6-vinylphenyl)methyl]-6-methylphenyl}-1,3-dioxane

: 857283-23-9
2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde

Guidance literature:: With pyridinium p-toluenesulfonate; In ethyl acetate; acetone; for 12h; Heating;
DOI:10.1002/ejoc.200400786

Reference yield:

: 1026631-04-8
4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde

: 857283-23-9
2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / benzene / 5 h / Heating

2: 80 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 40 °C

3: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4: 39 percent / nBuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

5: 91 percent / KH / tetrahydrofuran / 1.67 h / 0 - 20 °C

6: 71 percent / pyridinium p-toluenesulfonate / acetone; ethyl acetate / 12 h / Heating

With n-butyllithium; pyridinium p-toluenesulfonate; potassium hydride; potassium carbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; ethyl acetate; acetone; benzene;
DOI:10.1002/ejoc.200400786

Reference yield:

: 808750-28-9
5-bromo-6-methoxy-2,2,7-trimethyl-4H-benzo[1,3]dioxin-8-carbaldehyde

: 857283-23-9
2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 66 percent / aq. AcOH / 4 h / 60 °C

2: 98 percent / benzene / 5 h / Heating

3: 80 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 40 °C

4: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

5: 39 percent / nBuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

6: 91 percent / KH / tetrahydrofuran / 1.67 h / 0 - 20 °C

7: 71 percent / pyridinium p-toluenesulfonate / acetone; ethyl acetate / 12 h / Heating

With n-butyllithium; pyridinium p-toluenesulfonate; potassium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; ethyl acetate; acetone; benzene;
DOI:10.1002/ejoc.200400786