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Sigma-Aldrich

Hoveyda-Grubbs Catalyst® M720

Umicore, 97%

Sinonimo/i:

Hoveyda-Grubbs Catalyst® 2nd Generation, Hoveyda-Grubbs Catalyst® M72 (C627), (1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(o-isopropoxyphenylmethylene)ruthenium, Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](2-isopropoxyphenylmethylene)ruthenium(II), Grubbs Catalyst® C627

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About This Item

Formula empirica (notazione di Hill):
C31H38Cl2N2ORu
Numero CAS:
Peso molecolare:
626.62
Numero MDL:
Codice UNSPSC:
12161600
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

97%

Stato

solid

Impiego in reazioni chimiche

core: ruthenium
reagent type: catalyst
reaction type: Ring-Opening Polymerization

Punto di fusione

216-220 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

CC(C)Oc1ccccc1C=[Ru](Cl)(Cl)=C2N(CCN2c3c(C)cc(C)cc3C)c4c(C)cc(C)cc4C

InChI

1S/C21H26N2.C10H12O.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-8(2)11-10-7-5-4-6-9(10)3;;;/h9-12H,7-8H2,1-6H3;3-8H,1-2H3;2*1H;/q;;;;+2/p-2
ZRPFJAPZDXQHSM-UHFFFAOYSA-L

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Applicazioni

It′s a phosphine free version of Grubbs 2nd Generation Catalyst with comparable reactivity, but initiates more readily at lower temperatures. Efficient for metathesis of electron-deficient substrates including fluorinated olefins. Demonstrated in multiple large-scale pharmaceutical applications.
It can be used as a catalyst for olefin cross-metathesis with fluorinated olefins (CM), ring-closing metathesis (RCM), ring-opening metathesis (ROM), and a sequence of a metathesis reaction and subsequent dihydroxylation of the newly formed double bond.

Learn more about our metathesis catalysts

Note legali

Product of Umicore

Product License
This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.

For any further information on product please refer to your local Umicore PMC contact at http://www.pmc.umicore.com
Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Certificati d'analisi (COA)

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Synthesis of the HCV protease inhibitor Vaniprevir (MK-7009) using ring-closing metathesis strategy.
Kong J, et al.
The Journal of Organic Chemistry, 77(8), 3820-3828 (2012)
Structure activity relationships of 5-, 6-, and 7-methyl-substituted azepan-3-one cathepsin K inhibitors.
Yamashita DS, et al.
Journal of Medicinal Chemistry, 49(5), 1597-1612 (2006)
Brian H White et al.
Journal of the American Chemical Society, 125(48), 14901-14904 (2003-12-04)
Ring-opening/ring-closing metathesis on cyclobutene-containing substrates with angular oxygen functionality provides a stereospecific introduction of 1,5-bis-dienes required for an anion-accelerated oxy-Cope rearrangement. The reaction sequence offers generally a stereocontrolled preparation of a variety of medium ring-containing bicyclic ring systems, while rearrangement
Vougioukalakis, G. C.; Grubbs, R. H.
Chemical Reviews, 1746-1746 (2010)
Schuster, M.; Blechert, S.
Angewandte Chemie (International Edition in English), 2036-2036 (1997)

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