(R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:(R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester
CAS No.:515846-52-3
Molecular Formula:C₂₉H₄₁Cl₂N₅O₅
Molecular Weight:610.581
Hs Code.:

(R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Synonyms:(R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

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Chemical Property of (R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

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Technology Process of (R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

There total 18 articles about (R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl 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: 97.0%

: 515846-36-3
(R)-[1-(2-{4-[5-(2,3-dichloro-4-hydroxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

: 74-88-4
methyl iodide

: 515846-52-3
(R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 0.25h;
DOI:10.1021/ja034247i

Reference yield:

: 576-24-9
2,3-dichlorophenol

: 515846-52-3
(R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 53 percent / bromine / CH₂Cl₂ / 2 h

2.1: 77 percent / Cs₂CO₃ / dimethylformamide / 3 h / 70 °C

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

3.2: 81 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: oxalyl chloride; DMF / CH₂Cl₂ / 0.17 h

5.1: CuI; PdCl₂(PPh₃)2; triethylamine / toluene

6.1: 140 mg / ethanol / 1.5 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; bromine; caesium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Mitsunobu reaction;
DOI:10.1021/jm049967u

Reference yield:

: 1940-44-9
4-bromo-2,3-dichlorophenol

: 515846-52-3
(R)-[1-(2-{4-[5-(2,3-dichloro-4-methoxy-phenyl)-2-methyl-2H-pyrazol-3-yl]-piperidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 77 percent / Cs₂CO₃ / dimethylformamide / 3 h / 70 °C

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

2.2: 81 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: oxalyl chloride; DMF / CH₂Cl₂ / 0.17 h

4.1: CuI; PdCl₂(PPh₃)2; triethylamine / toluene

5.1: 140 mg / ethanol / 1.5 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; caesium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Mitsunobu reaction;
DOI:10.1021/jm049967u