8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde

Base Information

• Chemical Name: 8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde
• CAS No.: 741265-51-0
• Molecular Formula: C₃₆H₃₂O₈
• Molecular Weight: 592.645
• Mol file: 741265-51-0.mol

Synonyms:8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde

Chemical Property of 8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde

There total 12 articles about 8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde 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:

(Z)-3-(2-Benzyloxy-6-hydroxymethyl-4-methoxymethoxy-phenyl)-3-(2-benzyloxy-7,8,8-trimethoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-prop-2-en-1-ol → 8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde (741265-51-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1002/anie.200453801

Reference yield:

(2-bromo-3,5-bis(methoxymethoxy)phenyl)methanol (79834-15-4) → 8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde (741265-51-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: MeLi / tetrahydrofuran / 0.17 h / -78 °C

1.2: 97 percent / n-BuLi / tetrahydrofuran / 0.08 h / -78 °C

2.1: 78 percent / imidazole / dimethylformamide / 0 - 20 °C

3.1: montmorillonite K-10 / benzene / 20 - 40 °C

4.1: NaH / dimethylformamide / 10 h / 0 - 20 °C

5.1: 85 percent / PPh₃ / 0.33 h / 0 °C

6.1: 91 percent / nBuLi / tetrahydrofuran / -78 - 20 °C

7.1: Red-Al / diethyl ether / 0.83 h / -78 - -10 °C

7.2: ethyl acetate / 0.25 h / -10 °C

7.3: I₂ / tetrahydrofuran / 1 h / -78 - 0 °C

8.1: imidazole / dimethylformamide / 1.5 h / 0 - 20 °C

9.1: tBuLi / diethyl ether / 0.33 h / -78 °C

9.2: tetrahydrofuran / 0.42 h / -78 °C

9.3: 85 percent / tetrahydrofuran / 1.5 h / -78 - 0 °C

10.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; montmorillonite K-10; methyllithium; tert.-butyl lithium; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 11.1: Swern oxidation;

DOI:10.1002/anie.200453801

Reference yield:

benzyl bromide (100-39-0) → 8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde (741265-51-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 10 h / 0 - 20 °C

2.1: 85 percent / PPh₃ / 0.33 h / 0 °C

3.1: 91 percent / nBuLi / tetrahydrofuran / -78 - 20 °C

4.1: Red-Al / diethyl ether / 0.83 h / -78 - -10 °C

4.2: ethyl acetate / 0.25 h / -10 °C

4.3: I₂ / tetrahydrofuran / 1 h / -78 - 0 °C

5.1: imidazole / dimethylformamide / 1.5 h / 0 - 20 °C

6.1: tBuLi / diethyl ether / 0.33 h / -78 °C

6.2: tetrahydrofuran / 0.42 h / -78 °C

6.3: 85 percent / tetrahydrofuran / 1.5 h / -78 - 0 °C

7.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; tert.-butyl lithium; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 8.1: Swern oxidation;

DOI:10.1002/anie.200453801

upstream raw materials:

(2-bromo-3,5-bis(methoxymethoxy)phenyl)methanol

benzyl bromide

2-hydroxymethyl-4,6-bis-methoxymethoxy-benzaldehyde

2-(tert-butyl-diphenyl-silanyloxymethyl)-6-hydroxy-4-methoxymethoxy-benzaldehyde