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Merck
CN

918970

Sigma-Aldrich

VincePhos

≥95%, powder

Synonym(s):

7,7,9,9-Tetramethyl-8-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)-1,4-dioxa-8-phosphaspiro[4.5]decane

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About This Item

Empirical Formula (Hill Notation):
C34H51O4P
CAS Number:
1355318-22-7
Molecular Weight:
554.74
MDL number:
MFCD34166233
UNSPSC Code:
12352112
NACRES:
NA.22

Key Documents

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Product Name

VincePhos, ≥95%

Quality Level

100

Assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings
reagent type: ligand

functional group

phosphine

storage temp.

−20°C

SMILES string

P3(C(CC4(OCCO4)CC3(C)C)(C)C)c1c(ccc(c1c2c(cc(cc2C(C)C)C(C)C)C(C)C)OC)OC

InChI

1S/C34H51O4P/c1-21(2)24-17-25(22(3)4)29(26(18-24)23(5)6)30-27(35-11)13-14-28(36-12)31(30)39-32(7,8)19-34(20-33(39,9)10)37-15-16-38-34/h13-14,17-18,21-23H,15-16,19-20H2,1-12H3

InChI key

BYFHGEFWDTYSSA-UHFFFAOYSA-N

Related Categories

Application

VincePhos is a biaryl phosphorinane ligand for Pd catalysis. This ligand has been used in a variety of Pd-catalyzed reactions including the sulfonamidation of aryl halides, C-O couplings, and C-N couplings.

Other Notes

Pd-Catalyzed Cross-Coupling Reactions Promoted by Biaryl Phosphorinane Ligands

Discovery and Development of Metal-Catalyzed Coupling Reactions in the Synthesis of Dasabuvir, an HCV-Polymerase Inhibitor

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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David M Barnes et al.
The Journal of organic chemistry, 84(8), 4873-4892 (2019-01-11)
Dasabuvir (1) is an HCV polymerase inhibitor which has been developed as a part of a three-component direct-acting antiviral combination therapy. During the course of the development of the synthetic route, two novel coupling reactions were developed. First, the copper-catalyzed
Pd-Catalyzed Cross-Coupling Reactions Promoted by Biaryl Phosphorinane Ligands.
Laffoon S D, et al.
ACS Catalysis, 9(12), 11691-11708 (2019)

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