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
Canonical 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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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