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    97858-62-3

    Catalog No. EBD3332374

    CAS 97858-62-3

    Name (1S,1'S)-1,1'-(1,2-ethanediyl)bis[1-(2-methoxyphenyl)-1-phenyl-Phosphine

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    Basic Information

    Synonyms: (1S,1'S)-1,1'-(1,2-ethanediyl)bis[1-(2-methoxyphenyl)-1-phenyl-Phosphine (+)-dipamp (1s,2s)-(+)-bis[(2-methoxyphenyl)phenylphosphino]ethane (1s,2s)-bis[(2-methoxyphenyl)phenylphosphino]ethane (s,s)-(+)-1,2-bis[(2-methoxyphenyl)(phenyl)phosphino]ethane (s,s)-dipamp (s,s)-(+)-1,2-bis[(2-methoxyphenyl)(phenyl)phosphino]ethane,98%(+)-dipamp (s,s)-ethylenebis[(2-methoxyphenyl)phenylphosphine] (s,s)-(+)-1,2-bis[2-methoxyphenyl)(phenyl)phosphino]ethane(+)-dipamp

    Molecular Formula: C28H28O2P2

    Molecular Weight: 458.47

    Categories: Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands Synthetic Chemistry > Catalysts and Ligands > Phosphorus Ligands

    Product Description:
    (S,S)-Bis[(2-methoxyphenyl)phenylphosphino]ethane, commonly abbreviated as (S,S)-BDPP or (S,S)-DiPAMP, is a chiral bisphosphine ligand. It is a white to off-white crystalline solid with the molecular formula C30H32O2P2. This compound is a member of the atropisomeric diphosphine family, characterized by its C2-symmetric structure with two methoxy-substituted phenyl groups on each phosphorus atom, which are crucial for its high stereoselectivity. This ligand is historically significant and renowned for its application in asymmetric hydrogenation reactions. Its most famous use is in the industrial synthesis of L-DOPA, a drug for Parkinson's disease, where it serves as a key component of the Monsanto process catalyst. The rhodium complex of (S,S)-BDPP demonstrates exceptionally high enantioselectivity in the hydrogenation of prochiral dehydroamino acid derivatives, leading to the production of chiral amino acids and their precursors with excellent enantiomeric excess (ee). Its effectiveness stems from the well-defined chiral pocket created by the ligand's rigid structure. While newer generations of ligands have been developed, (S,S)-BDPP remains a classic and important tool in asymmetric catalysis research and development. It is primarily used in academic and industrial laboratories for the synthesis of enantiomerically pure pharmaceutical intermediates and fine chemicals. Proper handling requires precautions as organophosphorus compounds can be air-sensitive and toxic.
    Physical Properties

    Melting Point: 102-103°C

    Boiling Point: 580.2°Cat760mmHg

    Flash Point: 383°C

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