3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde

Base Information

• Chemical Name: 3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde
• CAS No.: 883458-68-2
• Molecular Formula: C₁₃H₁₃BrN₂O₂S
• Molecular Weight: 341.228
• Mol file: 883458-68-2.mol

Synonyms:3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde

Chemical Property of 3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde

There total 3 articles about 3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde 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%

Dimethyldisulphide (624-92-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1-<(benzyloxy)methyl>-2,4,5-tribromoimidazole (189014-05-9) → 3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde (883458-68-2)

Guidance literature:

Dimethyldisulphide; 1-<(benzyloxy)methyl>-2,4,5-tribromoimidazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 15h;

N,N-dimethyl-formamide; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol0602304

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → 3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde (883458-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

2.1: n-BuLi / tetrahydrofuran / 15 h / -78 °C

2.2: 91 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol0602304

Reference yield:

C12H13BrN2OS + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde (883458-68-2) + 1-benzyloxymethyl-2-methylsulfanylimidazole-4-carbaldehyde (930304-05-5) + C12H14N2OS

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tet.2007.06.089

upstream raw materials:

Dimethyldisulphide

N,N-dimethyl-formamide

1-<(benzyloxy)methyl>-2,4,5-tribromoimidazole

Benzyloxymethyl chloride

Downstream raw materials:

3-benzyloxymethyl-2-methylsulfanyl-5-vinylimidazole-4-carboxaldehyde

(1-benzenesulfonylpyrrol-2-yl)-(3-benzyloxymethyl-2-methylsulfanyl-5-vinylimidazol-4-yl)methanol

1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole