29513

(S)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]

≥97%, optical purity ee: ≥99%

• Synonym(s): (S)-[6,6′-Dimethoxy(1,1′-biphenyl)-2,2′-diyl]bis{bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine}, (S)-3,5-t-Bu-4-MeO-MeOBIPHEP, SL-A109-2
• Empirical Formula (Hill Notation): C₇₄H₁₀₄O₆P₂
• CAS Number: 910134-30-4
• Molecular Weight: 1151.56
• MDL number: MFCD09265029
• UNSPSC Code: 12352112
• PubChem Substance ID: 329753360
• NACRES: NA.22

Properties

• assay: ≥97%
• optical purity: ee: ≥99%
• functional group: phosphine
• SMILES string: COc1cccc(P(c2cc(c(OC)c(c2)C(C)(C)C)C(C)(C)C)c3cc(c(OC)c(c3)C(C)(C)C)C(C)(C)C)c1-c4c(OC)cccc4P(c5cc(c(OC)c(c5)C(C)(C)C)C(C)(C)C)c6cc(c(OC)c(c6)C(C)(C)C)C(C)(C)C
• InChI: 1S/C74H104O6P2/c1-67(2,3)49-37-45(38-50(63(49)77-27)68(4,5)6)81(46-39-51(69(7,8)9)64(78-28)52(40-46)70(10,11)12)59-35-31-33-57(75-25)61(59)62-58(76-26)34-32-36-60(62)82(47-41-53(71(13,14)15)65(79-29)54(42-47)72(16,17)18)48-43-55(73(19,20)21)66(80-30)56(44-48)74(22,23)24/h31-44H,1-30H3
• InChI key: JSSIQFXOSWLAGA-UHFFFAOYSA-N

Description

General description

sold in collaboration with Solvias AG

application

Atropisomeric MeOBIPHEP ligands

(S)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine] can be used:

• As a ligand in the rhodium-catalyzed asymmetric (3+2) annulation reactions of ketimines and alkynes.[1]
• As a chiral catalyst in one of the key synthetic steps for the preparation of the fragrances canthoxal and p-isobutyl-alpha-methylhydrocinnamaldehyde.[2]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)