657408-07-6

Product Name2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
Molecular FormulaC26H35O2P
Molecular Weight410.5
Purity99%

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CasNo： 657408-07-6
Molecular Formula： C26H35O2P
Purity： 99%

Pharmaceutical Intermediates 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 657408-07-6 Best Price

Molecular Formula:C26H35O2P
Molecular Weight:410.536
Melting Point:164-166 °C
Boiling Point:513.3 °C at 760 mmHg
Flash Point:330.7 °C
PSA：32.05000
LogP:7.14340

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl(Cas 657408-07-6) Usage

General Description	2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl is a phosphine ligand derived from biphenyl. Its palladium complexes exhibit high activity for Suzuki coupling reactions involving aryl chlorides, which are unreactive with palladium complexes of most other phosphine ligands. The ligand has convenient handling characteristics since it is air-stable.
Uses	2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl is a catalyst that is used in the preparation of thiadiazoles as DGAT1 inhibitors with potential in metabolic diseases treatment.
Chemical Properties	White solid

Isomeric SMILES: COC1=C(C(=CC=C1)OC)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4
InChIKey: VNFWTIYUKDMAOP-UHFFFAOYSA-N
InChI: InChI=1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3

657408-07-6 Relevant articles

Coordination Chemistry of Borane in Solution: Application to a STING Agonist

Lemaire, Sébastien,Zhdanko, Alexander,van der Worp, Boris A.

, (2022/04/09)

Equilibrium constants were determined fo...

Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane

Buonomo, Joseph A.,Eiden, Carter G.,Aldrich, Courtney C.

supporting information, p. 14434 - 14438 (2017/10/23)

Reduction of phosphine oxides to the cor...

What makes for a good catalytic cycle? A theoretical study of the SPhosligand in the Suzuki–Miyaura reaction†

Sebastian Kozuch*a and Jan M. L. Martinb

, Chemical Communications, Issue 17, 2011

The Suzuki–Miyaura cross-coupling reaction with the SPhos ligand was studied with DFT and analyzed within the energetic span model. With this information, we designed a modification to the SPhos (the “InPhos”), which theoretically corrects the deficiencies of the prior ligand.

657408-07-6 Process route

: 16523-54-9
chlorodicyclohexylphosphane

: 755017-61-9
2'-bromo-2,6-dimethoxybiphenyl

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
2'-bromo-2,6-dimethoxybiphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere; Cooling with acetone-dry ice; chlorodicyclohexylphosphane; In tetrahydrofuran; at 20 - 45 ℃; Inert atmosphere;	88%
2'-bromo-2,6-dimethoxybiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; chlorodicyclohexylphosphane; In tetrahydrofuran; hexane; at -78 - 20 ℃;	3.32 g

: 694-80-4
2-bromo-1-chlorobenzene

: 151-10-0
1,3-Dimethoxybenzene

: 16523-54-9
chlorodicyclohexylphosphane

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
1,3-Dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃; for 3.5h; 2-bromo-1-chlorobenzene; In tetrahydrofuran; at 0 ℃; for 0.5h; chlorodicyclohexylphosphane;	36%

657408-07-6 Upstream products

16523-54-9
chlorodicyclohexylphosphane
755017-61-9
2'-bromo-2,6-dimethoxybiphenyl
694-80-4
2-bromo-1-chlorobenzene
151-10-0
1,3-Dimethoxybenzene

657408-07-6 Downstream products

848652-20-0
Pd(2-dicyclohexylphosphino-2’,6’-dimethoxybiphenyl)₂Cl₂
952090-61-8
(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)Pd(Ph)(Cl)(propylamine)
936951-72-3
(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)Pd(Ph)(μ-Cl))2
947183-91-7
(2S,3S)-2-amino-N-(4-cyano-2-fluoro-phenyl)-3-phenyl-butyramide