352655-61-9

Basic information

• Product Name: (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny
• Synonyms: (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny;(R)-(-)-2,2'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl,min.97%;(R)-(-)-2,2''-BIS[DI(3,5-DI-T-BUTYL-4-METHOXYPHENYL)PHOSPHINO]-6,6''-DIMETHOXY-1,1''-BIPHENYL, MIN. 97%;(R)-(6,6μ-Dimethoxybiphenyl-2,2μ-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine];(R)-3,5-t-Bu-4-MeO-MeOBIPHEP, SL-A109-1, (R)-[6,6μ-Dimethoxy(1,1μ-biphenyl)-2,2μ-diyl]bis{bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine};(S)-(6,6μ-Dimethoxybiphenyl-2,2μ-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine];(S)-3,5-t-Bu-4-MeO-MeOBIPHEP, SL-A109-2, (S)-[6,6μ-Dimethoxy(1,1μ-biphenyl)-2,2μ-diyl]bis{bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine};(R)-(-)-2,2'-Bis[di-(3,5-di-tert-butyl-4-methoxy-phenyl)phosphino]-(diphenylphosphino)-6,6'-dimethoxy-1,1'-biphenyl
• CAS NO: 352655-61-9
• Molecular Formula: C₇₄H₁₀₄O₆P₂
• Molecular Weight: 1151.58
• Product Categories: Chiral Phosphine;MeOBIPHEP Series
• Mol File: 352655-61-9.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 951.5±65.0 °C(Predicted)
• Appearance: white/crystal
• CAS DataBase Reference: (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny(352655-61-9)
• EPA Substance Registry System: (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny(352655-61-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 352655-61-9(Hazardous Substances Data)

Usage

Description

(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl) is a complex organic compound with a unique molecular structure. It is an atropisomeric MeOBIPHEP ligand, which is a type of chiral ligand used in various chemical reactions. (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny is sold in collaboration with Solvias AG and appears as an off-white powder.

Uses

1. Used in Chemical Synthesis:
(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl) is used as a chiral ligand in the asymmetrical conjugate addition of arylboronic acids to maleimides and enones catalyzed by rhodium complexes. This application is crucial for the synthesis of enantiomerically pure compounds, which are essential in the pharmaceutical industry.
2. Used in Intramolecular Ketone Hydroacylation:
(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny serves as a chiral ligand in intramolecular ketone hydroacylation reactions, which are important for the synthesis of complex molecular structures with high enantioselectivity.
3. Used in Desymmetrization:
(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl) is employed in desymmetrization through enantioselective C-C bond activation and ring expansion of allenyl cyclobutanols. This process is vital for the creation of chiral molecules with specific stereochemistry, which are often required in the development of pharmaceuticals and agrochemicals.
4. Used in Hydroamination of Bicyclic Alkenes and Dienes:
(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny acts as a chiral ligand in the hydroamination of bicyclic alkenes and dienes with anilines, which is a key step in the synthesis of various biologically active molecules and natural products.
5. Used in 1,4-Addition/Asymmetric Protonation of Amino Acrylates:
(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl) is utilized as a chiral ligand in the 1,4-addition/asymmetric protonation of amino acrylates. This reaction is significant for the preparation of optically active amines, which are important building blocks in the pharmaceutical industry.

Reaction

Rh-catalyzed reductive coupling of acetylene to aldehydes and ketones. Pt-catalyzed intramolecular hydroarylation of unactivated alkenes with indoles. Enantioselective C-C bond activation of allenyl cyclobutanes. Enantioselective ring-opening of rac-ethynyl epoxides. Enantioselective Au-catalyzed allylic alkylation of indoles with alcohols. Enantioselective Rh-catalyzed conjugate alkynylation with TMS-acetylene. Enantioselective Rh-catalyzed [3+2] annulation of aromatic ketimines. Asymmetric Rh-catalyzed Pausan-Khand reaction.

Downstream Products

• 1378878-13-7 [((R)-(CH₃OC₆H₃P(C₆H₂(C(CH₃)3)2OCH₃)2)2)Ag]⁽¹⁺⁾