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Hoveyda-Grubbs Catalyst® M720

Hoveyda-Grubbs Catalyst® M720
1 of 2 reviewers received a sample product or took part in a promotion

Umicore, 97%

Synonym(s):

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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100 MG
$52.00
500 MG
$89.00
2 G
$275.00
10 G
$639.00
25 G
$1,330.00

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100 MG
$52.00
500 MG
$89.00
2 G
$275.00
10 G
$639.00
25 G
$1,330.00

About This Item

Empirical Formula (Hill Notation):
C31H38Cl2N2ORu
CAS Number:
301224-40-8
Molecular Weight:
626.62
MDL number:
MFCD03701614
UNSPSC Code:
12161600
PubChem Substance ID:
24880520
NACRES:
NA.22

$52.00

In StockDetails

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Quality Level

100

assay

97%

form

solid

reaction suitability

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

mp

216-220 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI key

ZRPFJAPZDXQHSM-UHFFFAOYSA-L

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Application

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),[1] ring-closing metathesis (RCM),[2] ring-opening metathesis (ROM),[3] and a sequence of a metathesis reaction and subsequent dihydroxylation of the newly formed double bond.[4]

Learn more about our metathesis catalysts

Other Notes

Grubbs Catalyst® Technology for Olefin Metathesis by Aldrich

Legal Information

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

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Storage Class

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wgk_germany

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flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV8404
MKCW6535
MKCT8210
MKCS7584
MKCT8856

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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)
Kevin M Kuhn et al.
Organic letters, 12(5), 984-987 (2010-02-10)
A series of ruthenium catalysts have been screened under ring-closing metathesis (RCM) conditions to produce five-, six-, and seven-membered carbamate-protected cyclic amines. Many of these catalysts demonstrated excellent RCM activity and yields with as low as 500 ppm catalyst loadings.
Vougioukalakis, G. C.; Grubbs, R. H.
Chemical Reviews, 1746-1746 (2010)
Schuster, M.; Blechert, S.
Angewandte Chemie (International Edition in English), 2036-2036 (1997)
View All Related Papers

Related Content

Grubbs Group – Prof. Product Portal

Research focuses on ruthenium alkylidene complexes for versatile olefin metatheses catalysis in the Grubbs group.

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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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