29511

(S)-(−)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)

≥97%, optical purity ee: ≥99%

• Synonym(s): (S)-(−)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl, (S)-(−)-MeO-BIPHEP, SL-A101-2
• Empirical Formula (Hill Notation): C₃₈H₃₂O₂P₂
• CAS Number: 133545-17-2
• Molecular Weight: 582.61
• Beilstein/REAXYS Number: 4790083
• MDL number: MFCD03095430
• UNSPSC Code: 12352112
• PubChem Substance ID: 24857759
• NACRES: NA.22

Properties

• assay: ≥97%
• optical purity: ee: ≥99%
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• functional group: phosphine
• greener alternative category: Aligned,
• SMILES string: COc1cccc(P(c2ccccc2)c3ccccc3)c1-c4c(OC)cccc4P(c5ccccc5)c6ccccc6
• InChI: 1S/C38H32O2P2/c1-39-33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)38-34(40-2)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3
• InChI key: KRJVQCZJJSUHHO-UHFFFAOYSA-N

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Atropisomeric MeOBIPHEP ligands

• C–C coupling reactions
• Ligand for palladium-catalyzed intramolecular allylic alkylation of unsaturated amides
• Enantioselective hydrogenation of a-amino-ß-keto ester hydrochlorides catalyzed by an iridium complex
• Asymmetric hydrogenation of aromatic ketones

Ligand for ruthenium-catalyzed greener amine synthesis by enamine reduction with hydrogen gas.

Asymmetric Synthesis of (S)-3-Amino-4-methoxy-butan-1-ol by Way of Reductive Amination

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)