4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1014700-65-2
• Molecular Formula: C₃₁H₄₂FN₅O₃
• Molecular Weight: 551.705

Synonyms:4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

There total 8 articles about 4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-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: 67.0%

C24H36FN3O2 (1014702-68-1) + 4,6-dimethylpyrimidine-5-carboxylic acid (157335-93-8) → 4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (1014700-65-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Reference yield:

tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate (193537-11-0) → 4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (1014700-65-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: copper(l) iodide / tetrahydrofuran / 3 h / 0 °C

2.1: sodium hydroxide / ethanol; water / 15 h / 20 °C

2.2: 0 °C / pH 3

3.1: copper(I) oxide / acetonitrile / 1 - 1.25 h / Heating / reflux

4.1: diisobutylaluminium hydride / dichloromethane / 4 h / -78 - -60 °C

5.1: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C

6.1: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide/carbon / ethanol / 21 h / 20 °C / 760.05 Torr

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With copper(I) oxide; sodium hydroxide; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide; palladium(II) hydroxide/carbon; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

4-(3-fluoro-phenyl)-4-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (878130-44-0) → 4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (1014700-65-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C

2: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide/carbon / ethanol / 21 h / 20 °C / 760.05 Torr

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium(II) hydroxide/carbon; palladium 10% on activated carbon; In ethanol; dichloromethane;

upstream raw materials:

C₂₄H₃₆FN₃O₂

4,6-dimethylpyrimidine-5-carboxylic acid

tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate

4-(3-fluoro-phenyl)-4-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

1-[4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidin-1-yl]-2,2-dimethyl-propan-1-one

(4,6-dimethyl-pyrimidin-5-yl)-(5-{2-[1-(3-fluoro-benzenesulfonyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-methanone

(4,6-dimethyl-pyrimidin-5-yl)-(5-{2-[4-(3-fluoro-phenyl)-1-(1-trifluoromethyl-cyclopropanecarbonyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-methanone

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