1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl

Base Information

• Chemical Name: 1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl
• CAS No.: 852112-78-8
• Molecular Formula: C₁₃H₈BrCl₂FO
• Molecular Weight: 350.014
• Mol file: 852112-78-8.mol

Synonyms:1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl

Chemical Property of 1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl

There total 1 articles about 1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl 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:

(5-fluoro-2-methoxyphenyl)boronic acid (179897-94-0) → 1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl (852112-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydroxide / 1,2-dimethoxyethane; water / 18 h / 80 °C / Large scale reaction

2: N-Bromosuccinimide; toluene-4-sulfonic acid; acetic acid / 22 h / 55 °C / Large scale reaction

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; toluene-4-sulfonic acid; acetic acid; sodium hydroxide; In 1,2-dimethoxyethane; water; 1: Suzuki coupling;

DOI:10.1021/op100233f

Reference yield: 94.0%

1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl (852112-78-8) + (S)-benzyl glycidyl ether (2930-05-4,14618-80-5,89616-40-0,16495-13-9) → (S)-1-Benzyloxy-3-(2',6'-dichloro-5-fluoro-2-methoxybiphenyl-3-yl)propan-2-ol (852112-77-7)

Guidance literature:

1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl; isopropylmagnesium chloride; In tetrahydrofuran; hexane; at 0 ℃; for 4h;

With copper(I) cyanide; In tetrahydrofuran; hexane; at -30 ℃; for 1h;

(S)-benzyl glycidyl ether; In tetrahydrofuran; hexane; at -30 - 20 ℃; for 12h;

Reference yield: 51.0%

1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl (852112-78-8) + (S)-Glycidyl tosylate (70987-78-9,6746-81-2) + potassium phtalimide (1074-82-4) → (2S)-3-[5-fluoro-3-(2,6-dichlorophenyl)-2-methoxyphenyl]-1-phthalimidopropan-2-ol (885517-79-3)

Guidance literature:

1-methoxy-2-bromo-4-fluoro-2',6'-dichlorobiphenyl; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 2h; Large scale reaction;

With copper(l) iodide; In tetrahydrofuran; at -30 - -25 ℃; for 0.5h; Large scale reaction;

(S)-Glycidyl tosylate; potassium phtalimide; optical yield given as %ee; Further stages;

DOI:10.1021/op100233f

upstream raw materials:

(5-fluoro-2-methoxyphenyl)boronic acid

Downstream raw materials:

(S)-1-Benzyloxy-3-(2',6'-dichloro-5-fluoro-2-methoxybiphenyl-3-yl)propan-2-ol

(2S)-3-[5-fluoro-3-(2,6-dichlorophenyl)-2-methoxyphenyl]-1-phthalimidopropan-2-ol

(S)-2-((2',6'-dichloro-5-fluoro-2-methoxybiphenyl-3-yl)methyl)oxirane