Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine

Base Information

Chemical Name:Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine
CAS No.:871828-57-8
Molecular Formula:C₂₉H₃₇N₅O₅S
Molecular Weight:567.709
Hs Code.:

Synonyms:Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine

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Technology Process of Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine

There total 7 articles about Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine 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: 78.0%

: 871828-56-7
Boc-4-[4-(4-carboxyphenyl)thiazol-2-yloxy]piperidine

: 1-amino-N-(cyanomethyl)cyclohexanecarboxamide methanesulfonate

: 871828-57-8
Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1021/jm058198r

Reference yield:

: 871828-50-1
4-thiocarbamoyloxy-piperidine-1-carboxylic acid tert-butyl ester

: 871828-57-8
Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / tetrahydrofuran / 6 h / 70 °C

2: 78 percent / HATU; diisopropylethylamine / dimethylformamide / 4 h / 20 °C

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm058198r

Reference yield:

: 5382-16-1
4-HYDROXYPIPERIDINE

: 871828-57-8
Boc-4-(4-{4-[1-(cyanomethylcarbamoyl)cyclohexylcarbamoyl]phenyl}thiazol-2-yloxy)piperidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 76 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

2.1: Et₃N / tetrahydrofuran / 1 h / 20 °C

2.2: 7 percent / aq. NH₃ / tetrahydrofuran / 3 h / 20 °C

3.1: 70 percent / tetrahydrofuran / 6 h / 70 °C

4.1: 78 percent / HATU; diisopropylethylamine / dimethylformamide / 4 h / 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm058198r