2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos

Base Information

• Chemical Name: 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos
• CAS No.: 1070663-78-3
• Molecular Formula: C35H53O2P
• Molecular Weight: 536.778
• Hs Code.: 2931499090
• Mol file: 1070663-78-3.mol

Synonyms:Phosphine, dicyclohexyl[3,6-dimethoxy-2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]-;Dicyclohexyl[3,6-dimethoxy-2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]phosphine;

Chemical Property of 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos

Chemical Property:

• Melting Point: 191-193 °C
• Boiling Point: 607.671 °C at 760 mmHg
• Flash Point: 404.5 °C
• PSA: 32.05000
• LogP: 10.51360
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

98% ^*data from raw suppliers

BrettPhos ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37-60

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ligand for the Suziki-Miyaura coupling of tosylates and mesylates. Buchwald Phosphine Ligands for chemical Synthesis

Technology Process of 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos

There total 6 articles about 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos 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%

2-iodo-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl (1070663-76-1) + chlorodicyclohexylphosphane (16523-54-9) → dicyclohexyl[3,6-dimethoxy-2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine (1070663-78-3)

Guidance literature:

chlorodicyclohexylphosphane; With magnesium; In tetrahydrofuran; at -10 - 10 ℃; for 2h; Inert atmosphere;

2-iodo-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl; With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 10h;

Reference yield: 91.0%

2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl (1402393-56-9) + chlorodicyclohexylphosphane (16523-54-9) → dicyclohexyl[3,6-dimethoxy-2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine (1070663-78-3)

Guidance literature:

chlorodicyclohexylphosphane; With magnesium; In tetrahydrofuran; at -10 - 10 ℃; for 2h; Inert atmosphere;

2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl; With bis(η3-allyl)nickel(II); In tetrahydrofuran; at 80 ℃; for 12h;

Reference yield: 80.0%

di(tert-butyl)chlorophosphine (13716-10-4) + 2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl (1402393-56-9) → dicyclohexyl[3,6-dimethoxy-2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine (1070663-78-3)

Guidance literature:

2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl; With magnesium; In tetrahydrofuran; toluene; at 80 ℃; for 3h; Inert atmosphere;

di(tert-butyl)chlorophosphine; With copper(l) chloride; lithium bromide; In tetrahydrofuran; at 120 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201200398

upstream raw materials:

2-iodo-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl

chlorodicyclohexylphosphane

di(tert-butyl)chlorophosphine

2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl

Refernces

Palladium-catalyzed intramolecular C-H difluoroalkylation: Synthesis of substituted 3,3-difluoro-2-oxindoles

10.1002/anie.201410471

The research aims to develop an efficient and practical method for synthesizing 3,3-difluoro-2-oxindoles through a palladium-catalyzed C—H difluoroalkylation process. The study addresses the need for better methods to incorporate fluorinated functional groups into organic molecules, which is crucial for pharmaceutical research and drug development. The researchers discovered that using BrettPhos as a ligand significantly enhanced the efficiency of the reaction, allowing for the synthesis of a wide range of difluorooxindoles from readily available starting materials. The key chemicals used in this research include chlorodifluoroacetanilides as starting materials, palladium catalysts (specifically [Pd2dba3]), and BrettPhos as the crucial ligand. The study concludes that this method offers a general and practical alternative to previously reported methods, with high functional-group tolerance and broad substrate scope, making it highly attractive for both academic and industrial applications.