1-Piperazinecarboxylic acid, 4-[3-[(1E)-3-[3-[[2-(dimethylamino)ethyl]amino]phenyl]-3-oxo-1-propenyl ]-3',5'-dimethyl[1,1'-biphenyl]-4-yl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1-Piperazinecarboxylic acid, 4-[3-[(1E)-3-[3-[[2-(dimethylamino)ethyl]amino]phenyl]-3-oxo-1-propenyl ]-3',5'-dimethyl[1,1'-biphenyl]-4-yl]-, 1,1-dimethylethyl ester
• CAS No.: 850790-30-6
• Molecular Formula: C36H46N4O3
• Molecular Weight: 582.786
• Mol file: 850790-30-6.mol

Synonyms:

Chemical Property of 1-Piperazinecarboxylic acid, 4-[3-[(1E)-3-[3-[[2-(dimethylamino)ethyl]amino]phenyl]-3-oxo-1-propenyl ]-3',5'-dimethyl[1,1'-biphenyl]-4-yl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperazinecarboxylic acid, 4-[3-[(1E)-3-[3-[[2-(dimethylamino)ethyl]amino]phenyl]-3-oxo-1-propenyl ]-3',5'-dimethyl[1,1'-biphenyl]-4-yl]-, 1,1-dimethylethyl ester

There total 8 articles about 1-Piperazinecarboxylic acid, 4-[3-[(1E)-3-[3-[[2-(dimethylamino)ethyl]amino]phenyl]-3-oxo-1-propenyl ]-3',5'-dimethyl[1,1'-biphenyl]-4-yl]-, 1,1-dimethylethyl 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:

4-(3-formyl-3',5'-dimethylbiphenyl-4-yl)piperazine-1-carboxylic acid tert-butyl ester (628325-65-5) + 1-[3-(2-dimethylaminoethylamino)phenyl]ethanone (628305-92-0) → 4-(3-{3-[3-(2-dimethylamino-ethylamino)-phenyl]-3-oxo-propenyl}-3',5'-dimethyl-biphenyl-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (850790-30-6)

Guidance literature:

With sodium hydroxide; In ethanol; at 25 ℃; for 18h;

DOI:10.1021/jm049424k

Reference yield:

4-(4-bromo-2-formylphenyl)piperazine-1-carboxylic acid tert-butyl ester (628326-05-6) → 4-(3-{3-[3-(2-dimethylamino-ethylamino)-phenyl]-3-oxo-propenyl}-3',5'-dimethyl-biphenyl-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (850790-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. Na₂CO₃; Pd(PPh₃)2Cl₂ / 1,2-dimethoxy-ethane / Heating

2: aq. NaOH / ethanol / 18 h / 25 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; sodium carbonate; In 1,2-dimethoxyethane; ethanol; 1: Suzuki coupling / 2: Claisen condensation;

DOI:10.1021/jm049424k

Reference yield:

1-(3-Bromophenyl)ethanone (2142-63-4) → 4-(3-{3-[3-(2-dimethylamino-ethylamino)-phenyl]-3-oxo-propenyl}-3',5'-dimethyl-biphenyl-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (850790-30-6)

Guidance literature:

Multi-step reaction with 4 steps

1: p-TsOH / toluene / 18 h / Heating

2: Pd₂(dba)3; rac-BINAP; NaOtBu / toluene / 18 h / 80 °C

3: 11.2 g / aq. HCl / toluene / 2 h / 25 °C

4: aq. NaOH / ethanol / 18 h / 25 °C

With hydrogenchloride; sodium hydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In ethanol; toluene; 4: Claisen condensation;

DOI:10.1021/jm049424k

upstream raw materials:

4-(3-formyl-3',5'-dimethylbiphenyl-4-yl)piperazine-1-carboxylic acid tert-butyl ester

1-[3-(2-dimethylaminoethylamino)phenyl]ethanone

4-(4-bromo-2-formylphenyl)piperazine-1-carboxylic acid tert-butyl ester

1-(3-Bromophenyl)ethanone