657697

(1R,1′R,2S,2′S)-DuanPhos

• Synonym(s): (1R,1′R,2S,2′S)-2,2′-Di-tert-butyl-2,3,2′,3′-tetrahydro-1H,1′H-(1,1′)biisophosphindolyl
• Empirical Formula (Hill Notation): C₂₄H₃₂P₂
• CAS Number: 528814-26-8
• Molecular Weight: 382.46
• MDL number: MFCD32671733
• UNSPSC Code: 12352005
• PubChem Substance ID: 24884305
• NACRES: NA.22

Properties

• optical activity: [α]20/D +18°, c = 1 in chloroform
• Quality Segment: 100
• mp: 214-246 °C
• functional group: phosphine
• SMILES string: CC(C)(C)P1Cc2ccccc2C1C3P(Cc4ccccc34)C(C)(C)C
• InChI: 1S/C24H32P2/c1-23(2,3)25-15-17-11-7-9-13-19(17)21(25)22-20-14-10-8-12-18(20)16-26(22)24(4,5)6/h7-14,21-22H,15-16H2,1-6H3/t21-,22-,25-,26-/m1/s1
• InChI key: HCBRTCFUVLYSKU-SAZLYLDSSA-N

Description

General description

(1R,1′R,2S,2′S)-DuanPhos is an electron-rich chiral phosphine ligand mainly for transition metal catalyzed asymmetric hydrogenation.

Application

Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation

Catalytic ligand used for:

• Stereoselective synthesis of cyano-substituted dihydropyrroles by annulation of cyanoallenes
• Rhodium-catalyzed intermolecular enantioselective hydroacylation of alkynes to give alpha- and beta-substituted unsaturated ketones by kinetic resolution
• Stereoselective preparation of β-amino nitriles via rhodium-catalyzed asymmetric hydrogenation of amino acrylonitriles
• Stereoselective preparation of anti-1,3-amino alcohols via rhodium-catalyzed asymmetric hydrogenation of β-ketoenamide intermediates
• Stereoselective preparation of acetylaminoindane via rhodium-catalyzed asymmetric hydrogenation of acetylaminoindene

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable