2'-(Bromomethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl

Base Information

• Chemical Name: 2'-(Bromomethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl
• CAS No.: 875548-98-4
• Molecular Formula: C18H17BrF4O
• Molecular Weight: 405.23
• DSSTox Substance ID: DTXSID001123621
• Mol file: 875548-98-4.mol

Synonyms:2'-(bromomethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl;875548-98-4;SCHEMBL531553;DTXSID001123621;BCP18686;1-[2-(bromomethyl)-4-(trifluoromethyl)phenyl]-4-fluoro-2-methoxy-5-(propan-2-yl)benzene;2'-(Bromomethyl)-4-fluoro-2-methoxy-5-(1-methylethyl)-4'-(trifluoromethyl)-1,1'-biphenyl

Chemical Property of 2'-(Bromomethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl

Chemical Property:

• PSA: 9.23000
• LogP: 6.53840
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 404.03989
• Heavy Atom Count: 24
• Complexity: 401

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C=C(C(=C1)C2=C(C=C(C=C2)C(F)(F)F)CBr)OC)F

Technology Process of 2'-(Bromomethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl

There total 17 articles about 2'-(Bromomethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl 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: 93.0%

(4'-fluoro-5'-isopropyl-2'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)methanol (875548-97-3) → 2'-(bromomethyl)-4-fluoro-2-methoxy-5-(propan-2-yl)-4'-(trifluoromethyl)biphenyl (875548-98-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/jm200484c

Reference yield: 86.0%

4-fluoro-5-isopropyl-2-methoxy-2'-(methoxymethyl)-4'-(trifluoromethyl)biphenyl (1383676-74-1) → 2'-(bromomethyl)-4-fluoro-2-methoxy-5-(propan-2-yl)-4'-(trifluoromethyl)biphenyl (875548-98-4)

Guidance literature:

With hydrogen bromide; acetic acid; In water; at 90 ℃; for 0.25h; Microwave irradiation;

Reference yield:

(2-chloro-5-(trifluoromethyl)phenyl)methanol (64372-62-9) → 2'-(bromomethyl)-4-fluoro-2-methoxy-5-(propan-2-yl)-4'-(trifluoromethyl)biphenyl (875548-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / tetrahydrofuran / 5 h / 20 °C

2: palladium⁽⁰⁾bis(tricyclohexylphosphine) / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere; Microwave irradiation

3: hydrogen bromide; acetic acid / water / 0.25 h / 90 °C / Microwave irradiation

With hydrogen bromide; acetic acid; sodium hydroxide; palladium⁽⁰⁾bis(tricyclohexylphosphine); In tetrahydrofuran; water; 2: Kumada Coupling Reaction;

upstream raw materials:

(4'-fluoro-5'-isopropyl-2'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)methanol

[4-fluoro-2-methoxy-5-(propan-2-yl)phenyl]boronic acid

2-iodo-5-(trifluoromethyl)benzonitrile

2-fluoro-4-methoxy-1-(prop-1-en-2-yl)benzene

Downstream raw materials:

(+)-(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,5-dimethyl-1,3-oxazolidin-2-one

(+)-(5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,4-dimethyl-1,3-oxazolidin-2-one

(-)-(5S)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,4-dimethyl-1,3-oxazolidin-2-one

5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,4-dimethyl-1,3-oxazolidin-2-one