1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole

Base Information

• Chemical Name: 1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole
• CAS No.: 726181-18-6
• Molecular Formula: C₁₉H₂₀N₂OS
• Molecular Weight: 324.447

Synonyms:1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole

Chemical Property of 1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole

Chemical Property:

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Technology Process of 1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole

There total 2 articles about 1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole 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: 81.0%

N-benzyl-2-mercaptobenzimidazole (31493-51-3) + (R)-(tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (726180-98-9) → 1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole (726181-18-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 24h; Heating;

DOI:10.1016/j.tetlet.2004.04.024

Reference yield:

-(+)-3-hydroxymethyltetrahydrofuran (124391-75-9) → 1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole (726181-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / Et₃N; Et₃N*HCl / CH₂Cl₂ / 20 °C

2: 81 percent / DBU / tetrahydrofuran / 24 h / Heating

With triethylamine hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2004.04.024

upstream raw materials:

N-benzyl-2-mercaptobenzimidazole

(R)-(tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate

-(+)-3-hydroxymethyltetrahydrofuran

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