4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole

Base Information

Chemical Name:4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole
CAS No.:177477-46-2
Molecular Formula:C₃₁H₃₃N₅O₄S
Molecular Weight:571.7
Hs Code.:

Synonyms:4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole

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Chemical Property of 4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole

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Technology Process of 4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole

There total 20 articles about 4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole 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: 80.6%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 177478-40-9
3-[2,6-Dimethyl-3-[N-[4-(methylcarbamoyl)-cinnamoylglycyl]-N-methylamino]benzyloxy]-2-amino-N-methylaniline

: 177477-46-2
4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole

Guidance literature:: In tetrahydrofuran; for 7h; Ambient temperature;
DOI:10.1021/jm980300f

Reference yield:

: 602-00-6
3-hydroxy-2-nitrobenzoic acid

: 177477-46-2
4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole

Guidance literature:: Multi-step reaction with 8 steps

1: 92.2 percent / K₂CO₃ / dimethylformamide / 14 h / Ambient temperature

2: 1 N NaOH / ethanol

3: 1.) Et₃N, diphenyl phosphorazidate / 1.) benzene, reflux, 40 min, 2.) benzene, 40 min

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

5: 84 percent / HCl / ethyl acetate / 0.5 h / 0 °C

6: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

7: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

8: 80.6 percent / tetrahydrofuran / 7 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; diphenyl phosphoryl azide; hydrogen; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm980300f

Reference yield:

: 24115-89-7
3-benzyloxy-2-nitrobenzoic acid

: 177477-46-2
4-[2,6-dimethyl-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-mercapto-1-methyl-1H-benzimidazole

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Et₃N, diphenyl phosphorazidate / 1.) benzene, reflux, 40 min, 2.) benzene, 40 min

2: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

3: 84 percent / HCl / ethyl acetate / 0.5 h / 0 °C

4: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

5: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

6: 80.6 percent / tetrahydrofuran / 7 h / Ambient temperature

With hydrogenchloride; diphenyl phosphoryl azide; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1021/jm980300f