(S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

Base Information

• Chemical Name: (S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride
• CAS No.: 1181783-77-6
• Molecular Formula: C₁₇H₂₇N₂O*Cl
• Molecular Weight: 310.867
• Mol file: 1181783-77-6.mol

Synonyms:(S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

Chemical Property of (S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride

There total 5 articles about (S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride 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: 90.0%

trimethyl orthoformate (149-73-5) + (S)-2-((2-(mesitylamino)ethyl)amino)-3-methylbutan-1-ol (889765-30-4) → (S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride (1181783-77-6)

Guidance literature:

(S)-2-((2-(mesitylamino)ethyl)amino)-3-methylbutan-1-ol; With hydrogenchloride; In tetrahydrofuran; methanol; Inert atmosphere;

trimethyl orthoformate; In toluene; at 90 ℃; for 16h;

DOI:10.1039/d1dt00387a

Reference yield: 32.0%

(S)-valinol (2026-48-4,473-75-6) + N-(2-iodoethyl)-2,4,6-trimethylbenzenaminium chloride (1181444-59-6) + orthoformic acid triethyl ester (122-51-0) → (S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride (1181783-77-6)

Guidance literature:

With formic acid; at 120 ℃;

DOI:10.1021/ol901189m

Reference yield:

2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester (79354-30-6) → (S)-3-(1-hydroxy-3-methylbutan-2-yl)-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride (1181783-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 16 h / 78 °C

2.1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 16 h / 65 °C / Inert atmosphere; Schlenk technique

3.1: hydrogenchloride / tetrahydrofuran; methanol / Inert atmosphere

3.2: 16 h / 90 °C

With hydrogenchloride; aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; methanol; ethanol;

DOI:10.1039/d1dt00387a

upstream raw materials:

(S)-valinol

N-(2-iodoethyl)-2,4,6-trimethylbenzenaminium chloride

orthoformic acid triethyl ester

trimethyl orthoformate