3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde

Base Information

• Chemical Name: 3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde
• CAS No.: 263771-25-1
• Molecular Formula: C₁₅H₂₃IO₃Si
• Molecular Weight: 406.336
• Mol file: 263771-25-1.mol

Synonyms:3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde

Chemical Property of 3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde

There total 5 articles about 3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde 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%

4-t-butyldimethylsilyloxymethyl-2-hydroxymethyl-5-iodoanisole (263771-22-8) → 3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde (263771-25-1)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 21h;

DOI:10.1246/bcsj.73.417

Reference yield:

3-methoxy-1-iodobenzene (766-85-8) → 3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde (263771-25-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 68 percent / TiCl₄ / CH₂Cl₂ / 72 h / 20 °C

2: 57 percent / H₂O; NaHCO₃ / acetone / 72 h / 20 °C

3: 81 percent / imidazole / dimethylformamide / 0.08 h / 20 °C

4: 78 percent / H₂O; AgNO₃ / acetone / 20 °C

5: 91 percent / MnO₂ / CH₂Cl₂ / 21 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; water; titanium tetrachloride; sodium hydrogencarbonate; silver nitrate; In dichloromethane; N,N-dimethyl-formamide; acetone; 1: Friedel-Crafts alkylation / 2: Hydrolysis / 3: silylation / 4: Hydrolysis / 5: Oxidation;

DOI:10.1246/bcsj.73.417

Reference yield:

2,4-bis(chloromethyl)-5-iodoanisole (263771-16-0) → 3-t-butyldimethylsilyloxymethyl-4-iodo-6-methoxybenzaldehyde (263771-25-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / H₂O; NaHCO₃ / acetone / 72 h / 20 °C

2: 81 percent / imidazole / dimethylformamide / 0.08 h / 20 °C

3: 78 percent / H₂O; AgNO₃ / acetone / 20 °C

4: 91 percent / MnO₂ / CH₂Cl₂ / 21 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; water; sodium hydrogencarbonate; silver nitrate; In dichloromethane; N,N-dimethyl-formamide; acetone; 1: Hydrolysis / 2: silylation / 3: Hydrolysis / 4: Oxidation;

DOI:10.1246/bcsj.73.417

upstream raw materials:

4-t-butyldimethylsilyloxymethyl-2-hydroxymethyl-5-iodoanisole

3-methoxy-1-iodobenzene

2,4-bis(chloromethyl)-5-iodoanisole

2-chloromethyl-4-hydroxymethyl-5-iodoanisole