2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
Product Information
Molecular Formula
C26H36NP
Molecular Weight
393.54
Description
DavePhos may be used as a ligand in the following reactions: Palladium catalyzed sp3 arylation of 2-substituted-N-iminopyridinium ylides with different aryl chlorides to yield functionalized pyridines; Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides; C-C Coupling of 3-haloquinolines with aryl sulfinates via palladium-catalyzed desulfitative arylation to form the corresponding biaryl compounds. Ligand used in a Pd-catalyzed Suzuki aryl-aryl coupling leading to benzodioxepines. Useful ligand for Pd-catalyzed C-N bond formation; amination of aryl halides containing hydroxyl, amide, or enolizable ketones.
Synonyms
2-(2-dicyclohexylphosphinophenyl)-N,N-dimethylaniline; 2-(2-dicyclohexylphosphanylphenyl)-N,N-dimethylaniline
IUPAC Name
2-(2-dicyclohexylphosphanylphenyl)-N,N-dimethylaniline
SMILES
CN(C)C1=CC=CC=C1C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4
InChI
InChI=1S/C26H36NP/c1-27(2)25-19-11-9-17-23(25)24-18-10-12-20-26(24)28(21-13-5-3-6-14-21)22-15-7-4-8-16-22/h9-12,17-22H,3-8,13-16H2,1-2H3
InChI Key
ZEMZPXWZVTUONV-UHFFFAOYSA-N
Boiling Point
539.6 °C at 760 mmHg
Melting Point
121-124 °C (lit.)
Flash Point
Not applicable
Purity
97 %
LogP
7.19220
Safety Information
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
6.9
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
5
Exact Mass
393.258537150 g/mol
Monoisotopic Mass
393.258537150 g/mol
Topological Polar Surface Area
3.2Ų
Heavy Atom Count
28
Formal Charge
0
Complexity
433
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114085213-A | Preparation method of ARV-471 | 2022-01-20 |
| CN-113816925-A | A trematopsin 3 "-tert-butyl-4 '- (2-hydroxyethoxy) -4" -pyrrolidin-1-yl [1, 1'; process for preparing 3 ', 1' ] -terphenyl-4-carboxylic acid | 2021-09-18 |
| CN-113480416-A | Preparation method of aryl ketone | 2021-07-12 |
| CN-112939835-A | Synthesis method of beta-lactam compound | 2021-02-09 |
| JP-2021075535-A | Chemical methods for preparing pyrimidine derivatives and their intermediates | 2021-01-14 |
| CN-113845478-A | Intermediate, preparation method and application thereof | 2020-12-18 |
| WO-2022053967-A1 | Heterocyclic compounds as cbp/ep300 bromodomain inhibitors | 2020-09-09 |
| WO-2022048684-A1 | Jnk inhibitor, pharmaceutical composition thereof and use thereof | 2020-09-07 |
| WO-2022043714-A1 | Gpr52 modulator compounds | 2020-08-28 |
| CN-113968872-A | Preparation method of phenyl substituted ACC inhibitor | 2020-07-25 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20964311 | 2010-11-15 | Novel approach to aminocarboranes by mild amidation of selected iodo-carboranes | Inorganic chemistry |
| 19655743 | 2009-09-02 | Influence of biaryl phosphine structure on C-N and C-C bond formation | Journal of the American Chemical Society |
| 15575771 | 2004-12-10 | Palladium-mediated arylation of 3-aminopiperidines and 3-aminopyrrolidines | The Journal of organic chemistry |
