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Sigma-Aldrich

Hoveyda-Grubbs Catalyst® M700

Umicore

Synonym(s):

Hoveyda-Grubbs Catalyst® 1st Generation, Hoveyda-Grubbs Catalyst® M70 (C601), Dichloro(2-isopropoxyphenylmethylene) (tricyclohexylphosphine)ruthenium(II), Dichloro(o-isopropoxyphenylmethylene)(tricyclohexylphosphine)ruthenium(II)

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About This Item

Empirical Formula (Hill Notation):
C28H45Cl2OPRu
CAS Number:
203714-71-0
Molecular Weight:
600.61
MDL number:
MFCD03453042
UNSPSC Code:
12161600
PubChem Substance ID:
24880901
NACRES:
NA.22

Quality Level

100

form

solid

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: Ring Opening Metathesis Polymerisation

mp

195-197 °C (lit.)

Storage temp.

2-8°C

SMILES string

[H]\C(c1ccccc1OC(C)C)=[Ru](\Cl)Cl.C2CCC(CC2)P(C3CCCCC3)C4CCCCC4

InChI

1S/C18H33P.C10H12O.2ClH.Ru/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-8(2)11-10-7-5-4-6-9(10)3;;;/h16-18H,1-15H2;3-8H,1-2H3;2*1H;/q;;;;+2/p-2

Inchi Key

KMKCJXPECJFQPQ-UHFFFAOYSA-L

Application

Proven to be useful in Ring-Closing Metathesis (RCM) to form macrocycles. Also employed in a pivotal, macrocyclic ring-closing metathesis in the multi-step synthesis of an HCV protease inhibitor.

Learn more about our metathesis catalysts

Other Notes

Grubbs Catalyst® Technology for Olefin Metathesis by Aldrich

Legal Information

Product of Umicore

Additional information available at http://www.pmc.umicore.com
Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

related product

Product No.
Description
Pricing

Pictograms

Flame
GHS02

signalword

Warning

hcodes

H228

Hazard Classifications

Flam. Sol. 2

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nathan K Yee et al.
The Journal of organic chemistry, 71(19), 7133-7145 (2006-09-09)
A multistep scalable synthesis of the clinically important hepatitis C virus (HCV) protease inhibitor BILN 2061 (1) is described. The synthesis is highly convergent and consists of two amide bond formations, one etherification, and one ring-closing metathesis (RCM) step, using
Sequential catalysis: a metathesis/dihydroxylation sequence.
Samuel Beligny et al.
Angewandte Chemie (International ed. in English), 45(12), 1900-1903 (2006-02-14)
Schrodi, Y.; Pederson, R. L.
Aldrichimica Acta, 45-45 (2007)
T M Trnka et al.
Accounts of chemical research, 34(1), 18-29 (2001-02-15)
In recent years, the olefin metathesis reaction has attracted widespread attention as a versatile carbon-carbon bond-forming method. Many new applications have become possible because of major advances in catalyst design. State-of-the-art ruthenium catalysts are not only highly active but also
Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts.
Georgios C Vougioukalakis et al.
Chemical reviews, 110(3), 1746-1787 (2009-12-17)

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Grubbs Group – Professor Product Portal

Research in the Grubbs group has centered on the development and application of a suite of highly active, selective, and bench stable ruthenium alkylidene complexes capable of catalyzing versatile olefin metatheses.

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