Key Documents

View All Documentation

(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

Select a Size

Change View

Size/SKU	Availability	Price

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

Pricing and availability is not currently available.

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

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

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item	740845	912956	273619
Sigma-Aldrich 657697 (1R,1′R,2S,2′S)-DuanPhos	Sigma-Aldrich 740845 5-[Di(1-adamantyl)phosphino]-1′,3′,5′-triphenyl-1′H-[1,4′]bipyrazole	Sigma-Aldrich 912956 (2R,2′R,3R,3′R)-MeO-BIBOP	Sigma-Aldrich 273619 1′,3′-Dihydro-1′,3′,3′-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2′-(2H)-indole]
description -	description 97%	description -	description 98%
functional group phosphine	functional group -	functional group phosphine	functional group -
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
optical activity [α]20/D +18°, c = 1 in chloroform	optical activity -	optical activity -	optical activity -
mp 214-246 °C	mp 295-300 °C	mp -	mp 179-180 °C (lit.)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.