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

Base Information

Chemical Name:2-{(2-benzyloxy-4-bromo-5-methoxy)-(3RS)-[methoxy-(2-methoxy-6-vinylphenyl)methyl]-6-methylphenyl}-1,3-dioxane
CAS No.:857283-28-4
Molecular Formula:C₃₀H₃₃BrO₆
Molecular Weight:569.492
Hs Code.:

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

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Chemical Property of 2-{(2-benzyloxy-4-bromo-5-methoxy)-(3RS)-[methoxy-(2-methoxy-6-vinylphenyl)methyl]-6-methylphenyl}-1,3-dioxane

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Technology Process of 2-{(2-benzyloxy-4-bromo-5-methoxy)-(3RS)-[methoxy-(2-methoxy-6-vinylphenyl)methyl]-6-methylphenyl}-1,3-dioxane

There total 6 articles about 2-{(2-benzyloxy-4-bromo-5-methoxy)-(3RS)-[methoxy-(2-methoxy-6-vinylphenyl)methyl]-6-methylphenyl}-1,3-dioxane 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: 91.0%

: 857283-27-3
{2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylphenyl}-(2-methoxy-6-vinylphenyl)methanol

: 74-88-4
methyl iodide

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

Guidance literature:: With potassium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.66667h;
DOI:10.1002/ejoc.200400786

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With n-butyllithium; potassium hydride; potassium carbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; 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

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

Guidance literature:: Multi-step reaction with 6 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

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