N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester

Base Information

Chemical Name:N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester
CAS No.:951173-48-1
Molecular Formula:C₂₂H₂₃N₃OS₂
Molecular Weight:409.576
Hs Code.:

Synonyms:N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester

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Chemical Property of N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester

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Technology Process of N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester

There total 8 articles about N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester 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: 97.0%

: 951173-47-0
N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzamide

: 333-27-7
methyl trifluoromethanesulfonate

: 951173-48-1
N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester

Guidance literature:: In dichloromethane; at 20 ℃; for 0.75h;
DOI:10.1016/j.tet.2007.06.089

Reference yield:

: 930304-06-6
(Z)-1-benzyloxymethyl-4-(2-iodovinyl)-2-methylsulfanylimidazole

: 951173-48-1
N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / CuI; Cs₂CO₃; N,N'-dimethylethylenediamine / tetrahydrofuran / 15 h / 70 °C

2: 95 percent / Lawesson's reagent / toluene / 3.5 h / 100 °C

3: 97 percent / CH₂Cl₂ / 0.75 h / 20 °C

With Lawessons reagent; copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; toluene; 1: Buchwald coupling;
DOI:10.1016/j.tet.2007.06.089

Reference yield:

: 1-benzyloxymethyl-4-bromo-2-methylsulfanyl-5-trimethylsilanyl-1H-imidazole

: 951173-48-1
N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]thiobenzimidic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 3.79 g / potassium carbonate / methanol / 3 h / 20 °C

3.1: potassium tert-butoxide / tetrahydrofuran / 0.08 h / 20 °C

3.2: 93 percent / tetrahydrofuran / 0.5 h / -78 °C

4.1: 99 percent / CuI; Cs₂CO₃; N,N'-dimethylethylenediamine / tetrahydrofuran / 15 h / 70 °C

5.1: 95 percent / Lawesson's reagent / toluene / 3.5 h / 100 °C

6.1: 97 percent / CH₂Cl₂ / 0.75 h / 20 °C

With Lawessons reagent; copper(l) iodide; n-butyllithium; potassium tert-butylate; potassium carbonate; caesium carbonate; N,N`-dimethylethylenediamine; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; 3.1: Stork-Zhao Wittig reaction / 4.1: Buchwald coupling;
DOI:10.1016/j.tet.2007.06.089