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29512

Sigma-Aldrich

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

≥97%, optical purity ee: ≥99%

Synonym(s):

(R)-3,5-t-Bu-4-MeO-MeOBIPHEP, (R)-[6,6′-Dimethoxy(1,1′-biphenyl)-2,2′-diyl]bis{bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine}, SL-A109-1

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About This Item

Empirical Formula (Hill Notation):
C74H104O6P2
CAS Number:
352655-61-9
Molecular Weight:
1151.56
MDL number:
MFCD09265029
UNSPSC Code:
12352112
PubChem Substance ID:
329753359
NACRES:
NA.22

assay

≥97%

optical purity

ee: ≥99%

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

General description

sold in collaboration with Solvias AG

Application

Atropisomeric MeOBIPHEP ligands

  • Asymmetrical conjugate addition of arylboronic acids to maleimides and enones catalyzed by rhodium complexes
  • Intramolecular ketone hydroacylation
  • Desymmetrization through enantioselective C-C bond activation and ring expansion of allenyl cyclobutanols
  • Hydroamination of bicyclic alkenes and dienes with anilines
  • 1,4-addition/asymmetric protonation of amino acrylates

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ5436
BCBV8397
BCBK4609V
BCBP1795V
BCBH9928V

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Articles

MeOBIPHEP

Solvias MeOBIPHEP Ligands: State-of-the-art atropisomeric MeOBIPHEP ligands, also referred to as MeO-BIPHEP, originally developed by Roche, have an extraordinarily broad performance profile for many synthetic applications due to their modular ligand design.

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