2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde

Base Information

• Chemical Name: 2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde
• CAS No.: 857283-26-2
• Molecular Formula: C₂₀H₂₁BrO₅
• Molecular Weight: 421.288
• Mol file: 857283-26-2.mol

Synonyms:2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde

Chemical Property of 2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde

There total 4 articles about 2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde 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: 81.0%

(2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylphenyl)methanol (857283-25-1) → 2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde (857283-26-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1002/ejoc.200400786

Reference yield:

4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde (1026631-04-8) → 2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde (857283-26-2)

Guidance literature:

Multi-step reaction with 3 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

With potassium carbonate; Dess-Martin periodane; In methanol; dichloromethane; chloroform; benzene;

DOI:10.1002/ejoc.200400786

Reference yield:

5-bromo-6-methoxy-2,2,7-trimethyl-4H-benzo[1,3]dioxin-8-carbaldehyde (808750-28-9) → 2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde (857283-26-2)

Guidance literature:

Multi-step reaction with 4 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

With potassium carbonate; Dess-Martin periodane; acetic acid; In methanol; dichloromethane; chloroform; benzene;

DOI:10.1002/ejoc.200400786

upstream raw materials:

(2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylphenyl)methanol

4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde

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

3-bromo-6-(1,3-dioxan-2-yl)-2-hydroxymethyl-4-methoxy-5-methylphenol

Downstream raw materials:

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

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

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