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940356

Sigma-Aldrich

GPhos Pd G3 ChemBeads

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Sinónimos:

Methanesulfonato[Dicyclohexyl[3-(1,1-dimethylethoxy)-6-methoxy-2′,6′-bis(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine](2′-amino-1,1′-biphenyl-2-yl)palladium(II) ChemBeads

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About This Item

Fórmula empírica (notación de Hill):
C48H66NO5PPdS
Número de CAS:
2489525-82-6
Peso molecular:
906.50
Número MDL:
MFCD34549924
Código UNSPSC:
12352100

Formulario

solid

Nivel de calidad

100

composición

, 4-6 wt. % (loading)

idoneidad de la reacción

reagent type: catalyst

cadena SMILES

CC(C(C=CC=C1C(C)C)=C1C(C(OC)=CC=C2OC(C)(C)C)=C2P(C3CCCCC3)C4CCCCC4)C.[MsO][Pd]5C6=CC=CC=C6C7=CC=CC=C7N5

InChI

InChI=1S/C35H53O2P.C12H10N.CH4O3S.Pd/c1-24(2)28-20-15-21-29(25(3)4)32(28)33-30(36-8)22-23-31(37-35(5,6)7)34(33)38(26-16-11-9-12-17-26)27-18-13-10-14-19-27;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h15,20-27H,9-14,16-19H2,1-8H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

Clave InChI

PLMOFCQYSAAMKA-UHFFFAOYSA-M

Descripción general

The ChemBeads product of the GPhos ligand combined with the Buchwald third Generation Palladacycle. The GPhos motif gives superb activity while having greater stability relative to other superbulky Buchwald ligands. Loaded at 5% wt. on glass beads for use in high-throughput expermentation (HTE). GPhos Pd G3 has been used in: - The production of chiral N-arylamines via a telescoped transaminase-Buchwald-Hartwig Amination cascade.

Aplicación

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical. For general uses, product is also available in powdered form (920460 )

Características y beneficios

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

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Descripción
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918008

GPhos, ≥95%

920479

GPhos Pd G4

920460

GPhos Pd G3

922900

GPhos Pd G6 TES

938750

GPhos ChemBeads

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

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Certificados de análisis (COA)

Lot/Batch Number

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Christian M Heckmann et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(67), 16616-16620 (2021-09-30)
The combination of biocatalysis and chemocatalysis can be more powerful than either technique alone. However, combining the two is challenging due to typically very different reaction conditions. Herein, chiral N-aryl amines, key features of many active pharmaceutical ingredients, are accessed
Scott D McCann et al.
Journal of the American Chemical Society, 142(35), 15027-15037 (2020-08-14)
We have developed a new dialkylbiaryl monophosphine ligand, GPhos, that supports a palladium catalyst capable of promoting carbon-nitrogen cross-coupling reactions between a variety of primary amines and aryl halides; in many cases, these reactions can be carried out at room
Bryan T Ingoglia et al.
Tetrahedron, 75(32), 4199-4211 (2020-01-04)
Over the past three decades, Pd-catalyzed cross-coupling reactions have become a mainstay of organic synthesis. In particular, catalysts derived from biaryl monophosphines have shown wide utility in forming C-N bonds under mild reaction conditions. This work summarizes a variety of
Noah P Tu et al.
Angewandte Chemie (International ed. in English), 58(24), 7987-7991 (2019-03-21)
Technologies that enable rapid screening of diverse reaction conditions are of critical importance to methodology development and reaction optimization, especially when molecules of high complexity and scarcity are involved. The lack of a general solid dispensing method for chemical reagents
Ana L Aguirre et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(51), 12981-12986 (2021-07-08)
High-throughput experimentation (HTE) methods are central to modern medicinal chemistry. While many HTE approaches to C-N and Csp2 -Csp2 bonds are available, options for Csp2 -Csp3 bonds are limited. We report here how the adaptation of nickel-catalyzed cross-electrophile coupling of

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