C₂₆H₃₃BBrOP

Base Information

• Chemical Name: C₂₆H₃₃BBrOP
• CAS No.: 1158430-63-7
• Molecular Formula: C₂₆H₃₃BBrOP
• Molecular Weight: 483.236
• Mol file: 1158430-63-7.mol

Synonyms:C₂₆H₃₃BBrOP

Chemical Property of C₂₆H₃₃BBrOP

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₆H₃₃BBrOP

There total 3 articles about C₂₆H₃₃BBrOP 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:

2-bromo-4,6-di-tert-butylphenol (20834-61-1) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → C26H33BBrOP (1158430-63-7)

Guidance literature:

2-bromo-4,6-di-tert-butylphenol; chloro-diphenylphosphine; With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With borane-THF; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 1.25h; Inert atmosphere;

DOI:10.1002/adsc.200800146

Reference yield:

borane-THF (14044-65-6) + 2-bromo-4,6-di-tert-butylphenol (20834-61-1) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → C26H33BBrOP (1158430-63-7)

Guidance literature:

2-bromo-4,6-di-tert-butylphenol; With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

chloro-diphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 2.66667h; Inert atmosphere;

borane-THF; In dichloromethane; at 0 - 20 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1002/chem.201800042

Reference yield:

2,4-di-tert-Butylphenol (96-76-4) → C26H33BBrOP (1158430-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide; diisopropylamine / dichloromethane / Reflux

2.1: 1,4-diaza-bicyclo[2.2.2]octane

2.3: 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; N-Bromosuccinimide; diisopropylamine; In dichloromethane;

DOI:10.1016/j.tetasy.2013.04.008

upstream raw materials:

2-bromo-4,6-di-tert-butylphenol

chloro-diphenylphosphine

2,4-di-tert-Butylphenol

borane-THF

Downstream raw materials:

2-boranatodiphenylphosphanyl-4,6-di-tert-butylphenol

(2R,3R,4aR,9aR)-7-(2,4-di-tert-butyl-6-(diphenylphosphino)phenoxy)-2,3-dimethoxy-2,3-dimethyl-5,5,9,9-tetraphenylhexahydro[1,4]dioxino[2,3-e][1,3,2]dioxaphosphepine

(3aR,8aR)-6-(2,4-di-tert-butyl-6-(diphenylphosphanyl)phenoxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

(3aR,8aR)-6-(2,4-di-tert-butyl-6-(diphenylphosphino)phenoxy)-4,4,8,8-tetrakis(3,5-dimethylphenyl)-2,2-dimethyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Refernces

• 1、 Dindaroglu, Mehmet,Akyol, Sema,Simsir, Hamza,Neudoerfl, Joerg-Martin,Burke, Anthony,Schmalz, Hans-Guenther. "TARTROL-derived chiral phosphine-phosphite ligands and their performance in enantioselective Cu-catalyzed 1,4-addition reactions". . p. 657 - 662. Retrieved 2013/07/11.
• 2、 Velder, Janna,Robert, Tobias,Weidner, Ingo,Neudoerfl, Joerg-Martin,Lex, Johann,Schmalza, Hans-Guenther. "Modular synthesis of chiral phosphine-phosphite-ligands from phenolic precursors: A new approach to bidentate chelate ligands exploiting a P-O to P-C migration rearrangement". supporting information; experimental part. p. 1309 - 1315. Retrieved 2009/05/30.