3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-aolpha-(3-fluorophenyl)-2-methoxy-beta-phenyl, (alphaR,betaS)-rel-

Base Information

• Chemical Name: 3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-aolpha-(3-fluorophenyl)-2-methoxy-beta-phenyl, (alphaR,betaS)-rel-
• CAS No.: 654653-81-3
• Molecular Formula: C28H28BrFN2O2
• Molecular Weight: 523.4365
• DSSTox Substance ID: DTXSID40984077
• Wikidata: Q82971152
• ChEMBL ID: CHEMBL457557
• Mol file: 654653-81-3.mol

Synonyms:654653-81-3;3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-aolpha-(3-fluorophenyl)-2-methoxy-beta-phenyl, (alphaR,betaS)-rel-;D0Y4QG;C28H28BRFN2O2;CHEMBL457557;DTXSID40984077;C28-H28-BR-F-N2-O2;R207319;(1R,2S)-1-(6-bromo-2-methoxy-3-quinolyl)-4-(dimethylamino)-2-(3-fluorophenyl)-1-phenyl-butan-2-ol;1-(1R)-(6-Bromo-2-methoxy-quinolin-3-yl)-4-dimethylamino-2-(2S)-(3-flurophenyl)-1-phenyl-butan-2-ol;1-(6-Bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(3-fluorophenyl)-1-phenylbutan-2-ol

Chemical Property of 3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-aolpha-(3-fluorophenyl)-2-methoxy-beta-phenyl, (alphaR,betaS)-rel-

Chemical Property:

• Vapor Pressure: 5.27E-17mmHg at 25°C
• Boiling Point: 635.2°Cat760mmHg
• Flash Point: 337.9°C
• Density: 1.341g/cm³
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 522.13182
• Heavy Atom Count: 34
• Complexity: 634

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)CCC(C1=CC(=CC=C1)F)(C(C2=CC=CC=C2)C3=C(N=C4C=CC(=CC4=C3)Br)OC)O
• Isomeric SMILES: CN(C)CC[C@@](C1=CC(=CC=C1)F)([C@H](C2=CC=CC=C2)C3=C(N=C4C=CC(=CC4=C3)Br)OC)O
• Use Description: The compound "(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(3-fluorophenyl)-1-phenylbutan-2-ol" serves various roles across different fields. In the pharmaceutical industry, it is a key player in drug discovery and development, particularly in the design of novel medications for conditions like neurodegenerative diseases or cancer due to its potential as a pharmacological agent. In the field of medicinal chemistry, it serves as a valuable scaffold for the synthesis of analogs and derivatives with enhanced biological activities. Additionally, it may have applications in academic research, aiding scientists in understanding the mechanisms of certain diseases or developing new therapeutic interventions. Overall, (1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(3-fluorophenyl)-1-phenylbutan-2-ol has the potential to significantly impact drug development and biomedical research, making it a valuable asset in these fields.

Technology Process of 3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-aolpha-(3-fluorophenyl)-2-methoxy-beta-phenyl, (alphaR,betaS)-rel-

There total 13 articles about 3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-aolpha-(3-fluorophenyl)-2-methoxy-beta-phenyl, (alphaR,betaS)-rel- 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:

1-(3-fluorophenyl)ethanone (455-36-7) → C28H28BrFN2O2 (654653-81-3) + C28H28BrFN2O2 (654653-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; ethanol / 90 °C

2.1: n-butyllithium / tetrahydrofuran; cyclohexane / 1.5 h / -78 °C / Alkaline conditions; Inert atmosphere

2.2: 4 h / -78 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; ethanol; cyclohexane; water; 1.1: |Mannich Aminomethylation;

DOI:10.1021/acsmedchemlett.7b00196

Reference yield:

1-(3-fluorophenyl)ethanone (455-36-7) → C28H28BrFN2O2 (654653-81-3) + C28H28BrFN2O2 (654653-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; ethanol / 90 °C

2.1: n-butyllithium / tetrahydrofuran; cyclohexane / 1.5 h / -78 °C / Alkaline conditions; Inert atmosphere

2.2: 4 h / -78 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; ethanol; cyclohexane; water; 1.1: |Mannich Aminomethylation;

DOI:10.1021/acsmedchemlett.7b00196

Reference yield:

(6-bromo-2-methoxyquinolin-3-yl)boronic acid → C28H28BrFN2O2 (654653-81-3) + C28H28BrFN2O2 (654653-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; toluene / 5 h / Sealed tube; Inert atmosphere; Heating

2.1: n-butyllithium / tetrahydrofuran; cyclohexane / 1.5 h / -78 °C / Alkaline conditions; Inert atmosphere

2.2: 4 h / -78 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; caesium carbonate; In tetrahydrofuran; cyclohexane; N,N-dimethyl-formamide; toluene; 1.1: |Suzuki Coupling;

DOI:10.1021/acsmedchemlett.7b00196

upstream raw materials:

1-(3-fluorophenyl)ethanone

3-benzyl-6-bromo-2-methoxyquinoline

3-(dimethylamino)-1-(3-fluorophenyl)propan-1-one

benzyl bromide