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  • 29513 - (S)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]

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29513 Sigma-Aldrich

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

≥97%, optical purity ee: ≥99%

Synonym: (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

  • CAS Number 910134-30-4

  • Empirical Formula (Hill Notation) C74H104O6P2

  • Molecular Weight 1151.56

  •  MDL number MFCD09265029

  •  PubChem Substance ID 329753360

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, MeOBIPHEP Ligands, Privileged Ligands and Complexes,
assay   ≥97%
optical purity   ee: ≥99%
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

(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.
• As a chiral catalyst in one of the key synthetic steps for the preparation of the fragrances canthoxal and p-isobutyl-alpha-methylhydrocinnamaldehyde.

Atropisomeric MeOBIPHEP ligands

Packaging

1, 5 g in glass bottle

100, 500 mg in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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