(2-{2-[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphanyl]-6-methoxyphenyl}-3-methoxyphenyl)bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphane

• ChemBase ID: 141349
• Molecular Formular: C74H104O6P2
• Molecular Mass: 1151.561482
• Monoisotopic Mass: 1150.73081431
• SMILES: CC(C)(C)c1cc(cc(c1OC)C(C)(C)C)P(c1cccc(c1c1c(cccc1P(c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)OC)OC)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C
• Canonical SMILES: COc1cccc(c1c1c(OC)cccc1P(c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)P(c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C
• InChI: 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
• InChIKey: JSSIQFXOSWLAGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{2-[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphanyl]-6-methoxyphenyl}-3-methoxyphenyl)bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphane
• IUPAC Traditional name: (2-{2-[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphanyl]-6-methoxyphenyl}-3-methoxyphenyl)bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphane
• Synonyms: (R)-3,5-t-Bu-4-MeO-MeOBIPHEP; SL-A109-1; (R)-[6,6′-Dimethoxy(1,1′-biphenyl)-2,2′-diyl]bis{bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine}; (R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]; (S)-3,5-t-Bu-4-MeO-MeOBIPHEP; SL-A109-2; (S)-[6,6′-Dimethoxy(1,1′-biphenyl)-2,2′-diyl]bis{bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine}; (S)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]; (R)-[6,6′-二甲氧基(1,1′-联苯基)-2,2′-二基]二{双[3,5-二(1,1-二甲基乙基)-4-甲氧苯基]膦}; (R)-(6,6′-二甲氧基联苯-2,2′-二基)二[双(3,5-二-叔丁基-4-甲氧苯基)膦]; (S)-[6,6′-二甲氧基(1,1′-联苯基)-2,2′-二基]二{双[3,5-二(1,1-二甲基乙基)-4-甲氧苯基]膦}; (S)-(6,6′-二甲氧基联苯-2,2′-二基)二[双(3,5-二-叔丁基-4-甲氧苯基)膦]

Database IDs

• CAS Number: 352655-61-9; 910134-30-4
• MDL Number: MFCD09265029
• PubChem SID: 162235583
• PubChem CID: 11378383

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 21.3524
• LogD (pH = 7.4): 21.3524
• Log P: 21.3524
• Molar Refractivity: 350.4304 cm^3
• Polarizability: 138.6393 Å^3
• Polar Surface Area: 55.38 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97%
• Optical Purity: ee: ≥99%
• Empirical Formula (Hill Notation): C74H104O6P2

DETAILS

Sigma Aldrich - 29512

General description
sold in collaboration with Solvias AG
Packaging
1, 5 g in glass bottle
100, 500 mg in glass bottle
Application
Atropisomeric MeOBIPHEP ligands
• Asymmetrical conjugate addition of arylboronic acids to maleimides and enones catalyzed by rhodium complexes1
• Intramolecular ketone hydroacylation2
• Desymmetrization through enantioselective C-C bond activation and ring expansion of allenyl cyclobutanols3
• Hydroamination of bicyclic alkenes and dienes with anilines4
• 1,4-addition/asymmetric protonation of amino acrylates5

Sigma Aldrich - 29513

General description
sold in collaboration with Solvias AG
Packaging
1, 5 g in glass bottle
100, 500 mg in glass bottle
Application
Atropisomeric MeOBIPHEP ligands