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73469

Sigma-Aldrich

(SP,S′P)-1,1′-Bis[bis(4-methoxy-3,5-dimethylphenyl)phosphino]-2,2′-bis[(R)-α-(dimethylamino)benzyl]ferrocene

≥97%

Synonym(s):

(1R,1′R)- 1,1′-Bis[bis(4-methoxy-3,5-dimethylphenyl)phosphino]-2,2′-bis[(R)-(dimethylamino)phenylmethyl]ferrocene (acc to CAS), Mandyphos SL-M004-1

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About This Item

Empirical Formula (Hill Notation):
C64H74FeN2O4P2
CAS Number:
494227-37-1
Molecular Weight:
1053.08
MDL number:
MFCD04117704
UNSPSC Code:
12352005
PubChem Substance ID:
24886565
NACRES:
NA.22

Assay

≥97%

form

powder

optical purity

ee: ≥99%

SMILES string

[Fe].COc1c(C)cc(cc1C)P([C]2[CH][CH][CH][C]2[C@H](N(C)C)c3ccccc3)c4cc(C)c(OC)c(C)c4.COc5c(C)cc(cc5C)P([C]6[CH][CH][CH][C]6[C@H](N(C)C)c7ccccc7)c8cc(C)c(OC)c(C)c8

InChI

1S/2C32H37NO2P.Fe/c2*1-21-17-26(18-22(2)31(21)34-7)36(27-19-23(3)32(35-8)24(4)20-27)29-16-12-15-28(29)30(33(5)6)25-13-10-9-11-14-25;/h2*9-20,30H,1-8H3;/t2*30-;/m11./s1

InChI key

HEJIDMKBSDYNOY-LJXMUBMNSA-N

Related Categories

General description

Mandyphos SL-M004-1 is a chiral ferrocenyl based diphosphine ligand belonging to the Mandyphos family.

Application

It may be used as a chiral ligand in the rhodium complex-catalyzed hydrogenation reaction, a key step during the synthesis of argatroban.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

sold in collaboration with Solvias AG

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Modular chiral ligands: the profiling of the Mandyphos and Taniaphos ligand families.
Spindler F, et al.
Tetrahedron Asymmetry, 15(14), 2299-2306 (2004)
Diastereoselective synthesis of an argatroban intermediate, ethyl (2R, 4R)-4-methylpipecolate, by means of a Mandyphos/rhodium complex-catalyzed hydrogenation.
Ferraboschi P, et al.
Tetrahedron Asymmetry, 22(16), 1626-1631 (2011)

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