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Structure

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

CAS
147253-67-6
Catalog Number
ACM147253676
Category
Other Products
Molecular Weight
306.37g/mol
Molecular Formula
C18H28P2;

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Specification

Synonyms
(R,R)-1,2-Bis(2,5-dimethylphospholano)benzene; DTXSID20163641; (-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene, kanata purity; H5W03D1HAQ; UNII-H5W03D1HAQ; (R,R)-Me-DUPHOS; AJNZWRKTWQLAJK-KLHDSHLOSA-N; (+)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene; (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene; (-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene, >=95.0%;
IUPAC Name
(2R,5R)-1-[2-[(2R,5R)-2,5-dimethylphospholan-1-yl]phenyl]-2,5-dimethylphospholane;
Canonical SMILES
CC1CCC(P1C2=CC=CC=C2P3C(CCC3C)C)C;
InChI
InChI=1S/C18H28P2/c1-13-9-10-14(2)19(13)17-7-5-6-8-18(17)20-15(3)11-12-16(20)4/h5-8,13-16H,9-12H2,1-4H3/t13-,14-,15-,16-/m1/s1;
InChI Key
AJNZWRKTWQLAJK-KLHDSHLOSA-N;
Application
The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted cetamidoacrylates and enol acetates yielding products of high enantiomeric excesses.

Efficient ligand for the asymmetric hydrogenation of imines, enamines, and enamides.

Asymmetric hydrogenation of vinyl alcohols.

Catalyst used for the asymmetric hydrogenation of enol phosphonates.

Asymmetric hydrogenation of allylic alcohols.

Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO.

Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization.

Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines.
Complexity
277
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
4
EC Number
604-579-6
Exact Mass
306.167g/mol
Heavy Atom Count
20
Monoisotopic Mass
306.167g/mol
Rotatable Bond Count
2
Topological Polar Surface Area
0A^2
UNII
H5W03D1HAQ
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