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2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl

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2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Basic information

Product Name:
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
Synonyms:
  • DAVEPHOS
  • 2-DICYCLOHEXYLPHOSPHINO-2'-(N,N-DIMETHY&
  • 2-(DICYCLOHEXYLPHOSPHINO)-2'-(DIMETHYLAMINO)BIPHENYL
  • 2-DICYCLOHEXYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL
  • 2-Dicyclohexylphosphino-2'-(N,
  • 2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl,98%DavePhos
  • 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)-
  • [1,1''-BIPHENYL]-2-AMINE, 2''-(DICYCLOHEXYLPHOSPHINO)-N,N-DIMETHYL-
CAS:
213697-53-1
MF:
C26H36NP
MW:
393.54
EINECS:
606-749-5
Product Categories:
  • Buchwald Ligands&Precatalysts
  • Achiral Phosphine
  • Phosphines
  • Biphenyl & Diphenyl ether
  • Aryl Phosphine
  • Buchwald Ligands Series
  • Phosphine Ligands
  • Synthetic Organic Chemistry
Mol File:
213697-53-1.mol
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2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Chemical Properties

Melting point:
121-124 °C(lit.)
Boiling point:
539.6±43.0 °C(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
5.04±0.18(Predicted)
form 
crystal
color 
white
Water Solubility 
Insoluble
Sensitive 
Air Sensitive
InChIKey
ZEMZPXWZVTUONV-UHFFFAOYSA-N
CAS DataBase Reference
213697-53-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39
WGK Germany 
3
TSCA 
No
HazardClass 
AIR SENSITIVE
HS Code 
29310099

MSDS

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2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Usage And Synthesis

Reaction

  1. Ligand used in the Pd-catalyzed Suzuki coupling and animation of unactivated aryl chlorides. The reactions generally occur at room temperature and give high yields of product.
  2. Ligand used in Pd-catalyzed C-N bond formation. A general synthesis of N6-aryl-2'deoxyadenosine analogues.
  3. Ligand used in Pd-catalyzed N-arylation of indoles.
  4. Ligand used in Pd-catalyzed synthesis of aryl-tert-butyl ethers.
  5. Effective ligand in the Pd-catalyzed arylation of ester enolates.
  6. Ligand employed in arylation of ketone enolates using ortho-halo nitrobenezenes.
  7. Ligand employed in the amination of aryl nonaflates using Pd catalysts.
  8. Ligand used for cascade alkenyl amination/Heck reaction for the synthesis of indoles.
  9. Ligand used in Pd-catalyzed Kumada-Corriu cross coupling at low temperatures.
  10. Ligand used in Rh-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines.
  11. Ligand used in Au-catalyzed cycloisomerization of allenes.

Description

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl is a potent inhibitor of the enzyme bromodomain. Bromodomain has been implicated in cancer and other diseases. It binds to the bromodomain in a covalent manner, blocking the ATP site and inhibiting bromodomain function. This inhibition has been shown to be selective for bromodomains over other domains.

Chemical Properties

white to light yellow crystals or

Uses

suzuki reaction

Uses

Effective ligand in the Pd-catalyzed arylation of ester enolates

Uses

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl can act as ligand used in the palladium-catalyzed Suzuki coupling and amination of unactivated aryl chlorides.

Application

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenylacts as a growth regulator by binding to Toll-like receptor 4 (TLR4), which is important in cytokine signaling. It also inhibits allyl carbonate production and cross coupling reactions between aryl chlorides and nitrogen atoms or amines. It has an inhibitory effect on depression, but this effect is not related to its inhibitory effect on bromodomains.

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Preparation Products And Raw materials

Raw materials

Ethyl acetateDiethyl etherTetrahydrofuranDichloromethaneAmmonium hydroxideDimethyl sulfateIodomethaneMagnesiumPhosphorus trichlorideCuprous chlorideDiethylamineCyclohexane1,2-Dibromoethane2-Chloroaniline4-BromotolueneChlorocyclohexaneCyclohexyl bromide2-Bromochlorobenzene2-Bromoaniline5-Bromo-m-xylene

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenylSupplier

Xinxiang Runyu Material Co., Ltd. Gold
Tel
166-166-37336996 15690792173
Email
chenxi.song@runvmat.com
BeiJing Greenchem Technology Co.,Ltd. Gold
Tel
131-21959385 15640741633
Email
chemrocking@bjgreenchem.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Email
market03@meryer.com
INTATRADE GmbH
Tel
+49 3493/605464
Email
sales@intatrade.de
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2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl(213697-53-1)Related Product Information