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(1R,1′R,2S,2′S)-DuanPhos

ALDRICH/657697

Synonym: (1R,1′R,2S,2′S)-2,2′-Di-tert-butyl-2,3,2′,3′-tetrahydro-1H,1′H-(1,1′)biisophosphindolyl

CAS Number: 528814-26-8
Empirical Formula (Hill Notation): C24H32P2
Molecular Weight: 382.46
Linear Formula: C24H32P2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-657697-100MG 100 mg
$189.00
1/EA
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45-657697-500MG 500 mg
$612.00
1/EA
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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
mp 214-246 °C
optical activity [α]20/D +18°, c = 1 in chloroform
SMILES string CC(C)(C)P1Cc2ccccc2C1C3P(Cc4ccccc34)C(C)(C)C
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
General description: (1R,1′R,2S,2′S)-DuanPhos is an electron-rich chiral phosphine ligand mainly for transition metal catalyzed asymmetric hydrogenation.
Packaging: 100, 500 mg in amber glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 214-246 °C
UNSPSC 12352005

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