tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate

Base Information

• Chemical Name: tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate
• CAS No.: 320407-60-1
• Molecular Formula: C₁₉H₂₄N₄O₃
• Molecular Weight: 356.425

Synonyms:tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate

Chemical Property of tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate

Chemical Property:

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Technology Process of tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate

There total 7 articles about tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate 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: 92.85%

3-Amino-4-[[trans-4-(N-tert-butoxycarbonylamino)cyclohexyl]amino]benzonitrile (320406-73-3) + bis(trichloromethyl) carbonate (32315-10-9) → tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate (320407-60-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

trans-N-Boc-1,4-cyclohexanediamine (177906-48-8) → tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate (320407-60-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 60 °C

2: zinc; ammonium chloride / methanol; water; tetrahydrofuran

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran

With potassium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm4000038

Reference yield:

4-[[trans-4-(N-tert-butoxycarbonylamino)cyclohexyl]amino]-3-nitrobenzonitrile (320407-23-6) → tert-butyl ((1r,4r)-4-(5-cyano-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)carbamate (320407-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; ammonium chloride / methanol; water; tetrahydrofuran

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran

With ammonium chloride; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; water;

DOI:10.1021/jm4000038

upstream raw materials:

3-Amino-4-[[trans-4-(N-tert-butoxycarbonylamino)cyclohexyl]amino]benzonitrile

bis(trichloromethyl) carbonate

trans-N-Boc-1,4-cyclohexanediamine

4-[[trans-4-(N-tert-butoxycarbonylamino)cyclohexyl]amino]-3-nitrobenzonitrile

Downstream raw materials:

C₁₄H₁₆N₄O

1-((1r,4r)-4-aminocyclohexyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile hydrochloride

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