4-[5-methyl-4-(N-(carbobenzyloxy)guanidinocarbonyl)-2-trifluoromethylphenyl]piperidine-1-carboxylic acid tert-butyl ester

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Chemical Name:4-[5-methyl-4-(N-(carbobenzyloxy)guanidinocarbonyl)-2-trifluoromethylphenyl]piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1204331-09-8
Molecular Formula:C₂₈H₃₃F₃N₄O₅
Molecular Weight:562.589
Hs Code.:

Synonyms:4-[5-methyl-4-(N-(carbobenzyloxy)guanidinocarbonyl)-2-trifluoromethylphenyl]piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-[5-methyl-4-(N-(carbobenzyloxy)guanidinocarbonyl)-2-trifluoromethylphenyl]piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[5-methyl-4-(N-(carbobenzyloxy)guanidinocarbonyl)-2-trifluoromethylphenyl]piperidine-1-carboxylic acid tert-butyl ester

There total 20 articles about 4-[5-methyl-4-(N-(carbobenzyloxy)guanidinocarbonyl)-2-trifluoromethylphenyl]piperidine-1-carboxylic 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: 78.0%

: N''-benzyloxycarbonylguanidine

: 1204331-08-7
4-(4-carboxy-5-methyl-2-trifluoromethylphenyl)piperidine-1-carboxylic acid tert-butyl ester

: 1204331-09-8
4-[5-methyl-4-(N-(carbobenzyloxy)-guanidinocarbonyl)-2-trifluoromethyl-phenyl]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: 4-(4-carboxy-5-methyl-2-trifluoromethylphenyl)piperidine-1-carboxylic acid tert-butyl ester; With 2-chloro-1-methyl-pyridinium iodide; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 0.5h;

N''-benzyloxycarbonylguanidine; With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 20 ℃;

Reference yield: 78.0%

: 1204331-08-7
4-(4-carboxy-5-methyl-2-trifluoromethylphenyl)piperidine-1-carboxylic acid tert-butyl ester

: 16706-54-0
N-Cbz-guanidine

: 1204331-09-8
4-[5-methyl-4-(N-(carbobenzyloxy)guanidinocarbonyl)-2-trifluoromethylphenyl]piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: 4-(4-carboxy-5-methyl-2-trifluoromethylphenyl)piperidine-1-carboxylic acid tert-butyl ester; With 2-chloro-1-methyl-pyridinium iodide; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 0.5h;

N-Cbz-guanidine; With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 20 ℃;
DOI:10.1021/jm300601d

Reference yield:

: 1204331-03-2
4-benzyloxy-5-iodo-2-methylbenzoic acid methyl ester

: 1204331-09-8
4-[5-methyl-4-(N-(carbobenzyloxy)-guanidinocarbonyl)-2-trifluoromethyl-phenyl]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper(l) iodide / 1-methyl-pyrrolidin-2-one / 5 h / 150 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 0.5 h / 110 °C / Microwave irradiation

5.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / Inert atmosphere

6.1: lithium hydroxide monohydrate; water / methanol / 40 °C

6.2: pH 5

7.1: 2-chloro-1-methyl-pyridinium iodide / 1-methyl-pyrrolidin-2-one / 0.5 h / 20 °C

7.2: 20 °C

With copper(l) iodide; lithium hydroxide monohydrate; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; water; N,N-dimethyl-formamide; 4.1: Suzuki Coupling;