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657697

(1R,1′R,2S,2′S)-DuanPhos

Name: (1R,1′R,2S,2′S)-DuanPhos
Brand: ALDRICH

Synonym(s):

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

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About This Item

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

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optical activity

[α]20/D +18°, c = 1 in chloroform

Quality Level

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

Related Categories

Chemistry & Biochemicals

Catalysts

Chiral Catalysts & Ligands

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

Chiral Quest Phosphine Ligands

Sigma-Aldrich has research quantities of a series of Zhang’s chiral phosphines for catalytic asymmetric hydrogenations.

Global Trade Item Number

SKU	GTIN
657697-500MG	04061832733524
657697-100MG	04061832623795

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