2-(Di-tert-butylphosphino)-2',6'-dimethoxybiphenyl

Base Information

• Chemical Name: 2-(Di-tert-butylphosphino)-2',6'-dimethoxybiphenyl
• CAS No.: 819867-21-5
• Molecular Formula: C₂₂H₃₁O₂P
• Molecular Weight: 358.461
• Mol file: 819867-21-5.mol

Synonyms:di‐tert‐butyl(2',6'‐dimethoxy‐[1,1'‐biphenyl]‐2‐yl)phosphane

Chemical Property of 2-(Di-tert-butylphosphino)-2',6'-dimethoxybiphenyl

Chemical Property:

• Boiling Point: 426.2±35.0 °C(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Di-tert-butyl(2',6'-dimethoxy-[1,1'-biphenyl]-2-yl)phosphine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction

Technology Process of 2-(Di-tert-butylphosphino)-2',6'-dimethoxybiphenyl

There total 3 articles about 2-(Di-tert-butylphosphino)-2',6'-dimethoxybiphenyl 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: 45.0%

di(tert-butyl)chlorophosphine (13716-10-4) + 2'-bromo-2,6-dimethoxybiphenyl (755017-61-9) → di‐tert‐butyl(2',6'‐dimethoxy‐[1,1'‐biphenyl]‐2‐yl)phosphane (819867-21-5)

Guidance literature:

2'-bromo-2,6-dimethoxybiphenyl; With magnesium; ethylene dibromide; In tetrahydrofuran; at 70 ℃; for 2h; Inert atmosphere;

di(tert-butyl)chlorophosphine; With copper(l) chloride; In tetrahydrofuran; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201814577

Reference yield:

2-bromo-1-chlorobenzene (694-80-4) → di‐tert‐butyl(2',6'‐dimethoxy‐[1,1'‐biphenyl]‐2‐yl)phosphane (819867-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1.75 h / 0 - 20 °C

1.2: 0.5 h / 0 °C

2.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / 80 °C / Inert atmosphere

2.2: 18 h / 20 °C

With n-butyllithium; magnesium; ethylene dibromide; In tetrahydrofuran;

DOI:10.1021/jacs.8b08686

Reference yield:

1,3-Dimethoxybenzene (151-10-0) → di‐tert‐butyl(2',6'‐dimethoxy‐[1,1'‐biphenyl]‐2‐yl)phosphane (819867-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1.75 h / 0 - 20 °C

1.2: 0.5 h / 0 °C

2.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / 80 °C / Inert atmosphere

2.2: 18 h / 20 °C

With n-butyllithium; magnesium; ethylene dibromide; In tetrahydrofuran;

DOI:10.1021/jacs.8b08686

upstream raw materials:

2-bromo-1-chlorobenzene

di(tert-butyl)chlorophosphine

2'-bromo-2,6-dimethoxybiphenyl

1,3-Dimethoxybenzene

Downstream raw materials:

potassium 3-((2-methyl-5-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenylcarbamoyl)phenyl)ethynyl)-[1,2,4]triazolo[4,3-a]pyridine-7-carboxylate

3-([1,2,4]triazolo[4,3-a]pyridin-3-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide

potassium 3-((2-methyl-5-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenylcarbamoyl)phenyl)ethynyl)-[1,2,4]triazolo[4,3-b]pyridazine-7-carboxylate

3-((1H-benzimidazol-1-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide

Refernces

• 1、 Golding, William A.,Pearce-Higgins, Robert,Phipps, Robert J.. "Site-Selective Cross-Coupling of Remote Chlorides Enabled by Electrostatically Directed Palladium Catalysis". . p. 13570 - 13574. Retrieved 2018/10/20.