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Merck

29524

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

≥97%, optical purity ee: ≥99%

Synonym(s):

(R)-2,2′-Bis[bis(3,5-di-tert-butyl)phosphino]-6,6′-dimethoxy-1,1′-biphenyl, (R)-3,5-t-Bu-MeOBIPHEP, SL-A121-1

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About This Item

Empirical Formula (Hill Notation):
C70H96O2P2
CAS Number:
192138-05-9
Molecular Weight:
1031.46
NACRES:
NA.22
PubChem Substance ID:
329753371
UNSPSC Code:
12352112
MDL number:
MFCD09753001

Key Documents

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Quality Level

100

assay

≥97%

optical purity

ee: ≥99%

functional group

phosphine

SMILES string

COc1cccc(P(c2cc(cc(c2)C(C)(C)C)C(C)(C)C)c3cc(cc(c3)C(C)(C)C)C(C)(C)C)c1-c4c(OC)cccc4P(c5cc(cc(c5)C(C)(C)C)C(C)(C)C)c6cc(cc(c6)C(C)(C)C)C(C)(C)C

InChI

1S/C70H96O2P2/c1-63(2,3)45-33-46(64(4,5)6)38-53(37-45)73(54-39-47(65(7,8)9)34-48(40-54)66(10,11)12)59-31-27-29-57(71-25)61(59)62-58(72-26)30-28-32-60(62)74(55-41-49(67(13,14)15)35-50(42-55)68(16,17)18)56-43-51(69(19,20)21)36-52(44-56)70(22,23)24/h27-44H,1-26H3

InChI key

PBYRAYONARLAQJ-UHFFFAOYSA-N

Related Categories

General description

sold in collaboration with Solvias AG

Application

(R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] can be used as a ligand to prepare:
  • 1,2-Dihydropyridines through Rh-catalyzed cycloaddition of diynes to sulfonimines.
  • Enantiorich disubstituted γ-lactams via intramolecular allylic alkylation reaction using Pd catalyst.
  • A Ru-metal complex, which acts as a hydrogenation catalyst applicable in the synthesis of an organic building block (S)-3-fluoromethyl-γ-butyrolactone.

Atropisomeric MeOBIPHEP ligands

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

29524-1G: + 29524-100MG: + 29524-500MG: + 29524-BULK: + 29524-VAR: + 29524-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
1348354

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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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