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763314

Sigma-Aldrich

sSPhos Pd G2

95%

Synonyme(s) :

Chloro(sodium-2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl-3′-sulfonate)[2-(2′-amino-1,1′-biphenyl)]palladium(II)

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About This Item

Formule empirique (notation de Hill):
C38H44ClNNaO5PPdS
Numéro CAS:
2375242-78-5
Poids moléculaire :
822.66
Numéro MDL:
MFCD22377809
Code UNSPSC :
12161600
ID de substance PubChem :
329767044
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

95%

Forme

solid

Caractéristiques

generation 2

Pertinence de la réaction

core: palladium
reagent type: catalyst
reaction type: Cross Couplings

Capacité de réaction

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling

Pf

193-194 °C (decomposition)

Groupe fonctionnel

phosphine

Chaîne SMILES 

[Na+].Nc1ccccc1-c2ccccc2[Pd]Cl.COc3ccc(c(OC)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6)S([O-])(=O)=O

InChI

1S/C26H35O5PS.C12H10N.ClH.Na.Pd/c1-30-22-17-18-24(33(27,28)29)26(31-2)25(22)21-15-9-10-16-23(21)32(19-11-5-3-6-12-19)20-13-7-4-8-14-20;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;;/h9-10,15-20H,3-8,11-14H2,1-2H3,(H,27,28,29);1-6,8-9H,13H2;1H;;/q;;;2*+1/p-2

Clé InChI

MWQYWXJKMDRSJN-UHFFFAOYSA-L

Catégories apparentées

Application

sSPhos Pd G2 can be used as a water-soluble Pd-precatalyst in:
  • DNA-compatible Suzuki-Miyaura reaction between DNA-linked aryl halides and various boronic acids/esters including heteroaryl boronates.
  • DNA-compatible hydroxycarbonylation reactions.
  • The cross-coupling reaction between boronic ester and brominated cyclic nucleotide to synthesize cyclic adenosine and guanosine monophosphate in the presence of potassium phosphate and hydrochloric acid.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

903728

DavePhos Pd G2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Consulter la Bibliothèque de documents

Jian-Yuan Li et al.
Bioconjugate chemistry, 29(11), 3841-3846 (2018-10-20)
DNA-encoded chemical libraries (DELs) are a cost-effective technology for the discovery of novel chemical probes and drug candidates. A major limiting factor in assembling productive DELs is the availability of DNA-compatible chemical reactions in aqueous media. In an effort to
Wentao Liu et al.
Bioorganic & medicinal chemistry, 38, 116118-116118 (2021-04-12)
A robust palladium-catalyzed hydroxycarbonylation of aryl halides on DNA has been developed. Instead of Mo(CO)6 as a source of carbon monoxide as previously described in the literature, chloroform was used as a surrogate in this report for the purpose of
Marco Lelle et al.
Chembiochem : a European journal of chemical biology, 21(16), 2311-2320 (2020-04-01)
High-affinity fluorescent derivatives of cyclic adenosine and guanosine monophosphate are powerful tools for investigating their natural targets. Cyclic nucleotide-regulated ion channels belong to these targets and are vital for many signal transduction processes, such as vision and olfaction. The relation

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