2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole

Base Information

Chemical Name:2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole
CAS No.:247133-78-4
Molecular Formula:C₃₃H₄₂N₆O₄
Molecular Weight:586.734
Hs Code.:

Synonyms:2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole

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Chemical Property of 2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole

Chemical Property:

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Technology Process of 2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole

There total 12 articles about 2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole 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:

: 4-{4-[benzyloxycarbonyl-(5-cyano-1-cyclohexylcarbamoylmethyl-1H-benzoimidazol-2-ylmethyl)-amino]-phenoxy}-piperidine-1-carboxylic acid tert-butyl ester

: 247133-78-4
2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 7h; under 2280 Torr;
DOI:10.1016/j.bmcl.2004.06.009

Reference yield:

: 247133-75-1
2-chloromethyl-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimidazole

: 138227-63-1
tert-butyl 4-(4-aminophenoxy)piperidine-1-carboxylate

: 247133-78-4
2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N-methyl-acetamide; hexane; ethyl acetate;

Reference yield:

: 138227-63-1
tert-butyl 4-(4-aminophenoxy)piperidine-1-carboxylate

: 247133-78-4
2-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenylaminomethyl]-1-(cyclohexylcarbamoylmethyl)-5-cyanobenzimdazole

Guidance literature:: Multi-step reaction with 8 steps

1: aq. NaHCO₃ / tetrahydrofuran / 1 h / 20 °C

2: NaH / dimethylformamide / 2 h / 20 °C

3: NaOH / tetrahydrofuran; ethanol / 1 h / 50 °C

4: 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / CHCl₃ / 3 h / 20 °C

5: AcOH / 96 h / 90 °C

6: aq. Na₂CO₃ / tetrahydrofuran / 12 h / 20 °C

7: EDC; HOBt / dimethylformamide / 15 h / 20 °C

8: H₂ / Pd/C / tetrahydrofuran / 7 h / 20 °C / 2280 Torr

With sodium hydroxide; hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium on activated charcoal; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.06.009