CAS 147253-67-6 1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

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;

Molecular Weight

306.37g/mol

Molecular Formula

C18H28P2;

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;

Complexity

277

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

EC Number

604-579-6

Exact Mass

306.167g/mol

Heavy Atom Count

Monoisotopic Mass

306.167g/mol

Rotatable Bond Count

Topological Polar Surface Area

0A^2

UNII

H5W03D1HAQ

MSDS

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COA

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Spec Sheet

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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.