1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

Base Information

Chemical Name:1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester
CAS No.:930304-12-4
Molecular Formula:C₂₈H₂₈Br₂N₄O₂S₂
Molecular Weight:676.496
Hs Code.:

1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

Synonyms:1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

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Chemical Property of 1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

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Technology Process of 1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

There total 11 articles about 1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic 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: 93.0%

: 930304-11-3
1-benzyloxymethyl-4,5-dibromopyrrole-2-carbothioic acid [2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]amide

: 333-27-7
methyl trifluoromethanesulfonate

: 930304-12-4
1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

Guidance literature:: In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol063038a DOI:10.1016/j.tet.2007.06.089

Reference yield:

: 930304-08-8
1-benzyloxymethylpyrrole-2-carboxylic acid amide

: 930304-12-4
1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / NBS / tetrahydrofuran / 0.5 h / 20 °C

2: 92 percent / Cs₂CO₃; CuI; N,N'-dimethylethylenediamine / tetrahydrofuran / 17 h / 70 °C

3: 82 percent / Lawesson's reagent / toluene / 2 h / 100 °C

4: 93 percent / CH₂Cl₂ / 2 h / 20 °C

With Lawessons reagent; N-Bromosuccinimide; copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; toluene; 2: Buchwald coupling;
DOI:10.1016/j.tet.2007.06.089

Reference yield:

: 1-benzyloxymethyl-4,5-dibromo-2-methylsulfanyl-1H-imidazole

: 930304-12-4
1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

1.2: tetrahydrofuran; hexane / 0.5 h / -78 °C

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

3.1: 3.79 g / potassium carbonate / methanol / 3 h / 20 °C

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

4.2: 93 percent / tetrahydrofuran / 0.5 h / -78 °C

5.1: 92 percent / Cs₂CO₃; CuI; N,N'-dimethylethylenediamine / tetrahydrofuran / 17 h / 70 °C

6.1: 82 percent / Lawesson's reagent / toluene / 2 h / 100 °C

7.1: 93 percent / CH₂Cl₂ / 2 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; 4.1: Stork-Zhao Wittig reaction / 5.1: Buchwald coupling;
DOI:10.1016/j.tet.2007.06.089