1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

Base Information

• Chemical Name: 1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene
• CAS No.: 149526-48-7
• Molecular Formula: C₂₇H₂₂O₆
• Molecular Weight: 442.468

Synonyms:1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

Chemical Property of 1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

Chemical Property:

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Technology Process of 1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

There total 4 articles about 1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene 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: 81.9%

1-benzyloxy-2-(2-formyl-3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxynaphthalene (149526-47-6) + dimethyl sulfate (77-78-1) → 1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene (149526-48-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 2.5h;

DOI:10.1039/P19930001019

Reference yield:

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-methylenedioxy-3,4-dihydronaphthalen-1(2H)-one (130627-30-4) → 1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene (149526-48-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) isoprenyl acetate, p-TsOH*H₂O, 2.) DDQ / 1.) reflux, 120 h, 2.) 90 deg C, 0.5 h

2: 81 percent / potassium carbonate / dimethylformamide / 1.33 h / 60 °C

3: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -70 deg C, 50 dm³ h^-1, 6 min, 2.) r.t., 1 h

4: 81.9 percent / potassium carbonate / dimethylformamide / 2.5 h / 40 °C

With dimethylsulfide; 1-acetoxy-2-methyl-buta-1,3-diene; potassium carbonate; toluene-4-sulfonic acid; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In N,N-dimethyl-formamide;

DOI:10.1039/P19930001019

Reference yield:

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-(methylenedioxy)-1-naphthol (149526-45-4) → 1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene (149526-48-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / potassium carbonate / dimethylformamide / 1.33 h / 60 °C

2: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -70 deg C, 50 dm³ h^-1, 6 min, 2.) r.t., 1 h

3: 81.9 percent / potassium carbonate / dimethylformamide / 2.5 h / 40 °C

With dimethylsulfide; potassium carbonate; ozone; In N,N-dimethyl-formamide;

DOI:10.1039/P19930001019

upstream raw materials:

1-benzyloxy-2-(2-formyl-3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxynaphthalene

dimethyl sulfate

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-methylenedioxy-3,4-dihydronaphthalen-1(2H)-one

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-(methylenedioxy)-1-naphthol

Downstream raw materials:

1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

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