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

Base Information

• Chemical Name: 1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole
• CAS No.: 883458-71-7
• Molecular Formula: C₁₄H₁₅BrN₂OS
• Molecular Weight: 339.256
• Mol file: 883458-71-7.mol

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

Chemical Property of 1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole

There total 1 articles about 1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole 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: 96.0%

3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde (883458-68-2) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole (883458-71-7)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.5h;

3-benzyloxymethyl-5-bromo-2-methylsulfanylimidazole-4-carboxaldehyde; In tetrahydrofuran; at 20 ℃; for 3.5h;

DOI:10.1021/ol0602304

Reference yield: 98.0%

1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole (883458-71-7) + carbon dioxide (124-38-9,18923-20-1) → 1-benzyloxymethyl-2-methylsulfanyl-5-vinylimidazole-4-carboxylic acid (883458-72-8)

Guidance literature:

1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.25h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/ol0602304

Reference yield:

1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-vinylimidazole (883458-71-7) → 2-amino-1-benzyloxymethyl-4-chloro-1H-imidazo[4,5-c]pyridine (883458-80-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 1.25 h / -78 °C

1.2: 98 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 87 percent / pyridine; triphenylphosphine; carbon tetrachloride / acetonitrile / 4 h / 80 °C

3.1: 84 percent / o-xylene / 17 h / 145 °C

4.1: 91 percent / Oxone / ethanol; H₂O / 2.5 h / -20 °C

5.1: 87 percent / NaN₃ / dimethylformamide / 14 h / 20 °C

6.1: 96 percent / H₂ / Pd/C / ethanol / 3.5 h / 20 °C / 760.05 Torr

With pyridine; tetrachloromethane; Oxone; n-butyllithium; sodium azide; hydrogen; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; o-xylene; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo0707232

upstream raw materials:

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

Methyltriphenylphosphonium bromide

Downstream raw materials:

1-benzyloxymethyl-2-methylsulfanyl-5-vinylimidazole-4-carboxylic acid

2-amino-1-benzyloxymethyl-4-chloro-1H-imidazo[4,5-c]pyridine

1-benzyloxymethyl-2-methylsulfanyl-4-(N-methoxyimino-1-chloromethyl)-5-vinylimidazole