29510

(R)-(+)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)

≥97%, optical purity ee: ≥99%

• Synonym(s): (R)-(+)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl, (R)-(+)-MeO-BIPHEP, SL-A101-1
• Empirical Formula (Hill Notation): C₃₈H₃₂O₂P₂
• CAS Number: 133545-16-1
• Molecular Weight: 582.61
• Beilstein/REAXYS Number: 4790083
• MDL number: MFCD03095430
• UNSPSC Code: 12352112
• PubChem Substance ID: 24857757
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥97%
• optical purity: ee: ≥99%
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• 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 of the  four categories of Greener Alternatives. This product is a Biobased products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses” and “Use of Renewable Feedstock”.

sold in collaboration with Solvias AG

Application

Atropisomeric MeOBIPHEP ligands

• Hydrogenation of α- and β-functionalized ketones
• Hydrogenation of heteroarenes
• C–C coupling reactions

Atropisomeric diphosphine; the Rh(I) complex is employed for highly enantioselective asymmetric isomerization of allylamines to enamines; the Ru(II) complex hydrogenates ß-keto esters in high enantioselectivity; the Pd(0) complex for cyclization of hydroxy allylic carbonates.

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)