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Sigma-Aldrich

(S)-(−)-2-Methyl-CBS-oxazaborolidine

≥95%

Sinônimo(s):

(S)-2-methyl-CBS-oxazaborolidine, (S)-CBS reagent, (S)-Me-CBS, (S)-Methyl-CBS

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R$ 719,00
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R$ 2.698,00

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1 G
R$ 719,00
10 G
R$ 2.698,00

About This Item

Fórmula empírica (Notação de Hill):
C18H20BNO
Número CAS:
Peso molecular:
277.17
Número MDL:
Código UNSPSC:
12352005
ID de substância PubChem:
NACRES:
NA.22

R$ 719,00


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Ensaio

≥95%

Formulário

solid

grupo funcional

phenyl

cadeia de caracteres SMILES

CB1OC(C2CCCN12)(c3ccccc3)c4ccccc4

InChI

1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m0/s1

chave InChI

VMKAFJQFKBASMU-KRWDZBQOSA-N

Aplicação

The CBS (Corey-Bakshi-Shibata) oxazaborolidine catalyst has been used in the asymmetric reduction of prochiral ketones.[1][2][3] Other applications include the enantioselective synthesis of α-hydroxy acids,[4][5] α-amino acids,[6][7] C2-symmetrical ferrocenyl diols,[8] and propargyl alcohols.[9][10]

Pictogramas

CorrosionExclamation mark

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 4 Oral - Eye Dam. 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Os clientes também visualizaram

Corey, E. J. et al.
Journal of the American Chemical Society, 109, 5551-5551 (1987)
Cliff R Baar et al.
Journal of the American Chemical Society, 126(26), 8216-8231 (2004-07-01)
A series of enantiopure C1-symmetric metallocenes, [(SiMe2)2[eta5-C5H(CHMe2)2][eta5-C5H2((S)-CHMeCMe3)]]ZrCl2, (S)-2, [(SiMe2)2[eta5-C5H(CHEt2)2][eta5-C5H2((S)-CHMeCMe3)]]ZrCl2, (S)-6, and [(SiMe2)2[eta5-C5HCy2][eta5-C5H2((S)-CHMeCMe3)]]ZrCl2, (S)-7 (Cy = cyclohexyl), zirconocene dichlorides that have an enantiopure methylneopentyl substituent on the "upper" cyclopentadienyl ligand, and diastereomerically pure precatalysts, [(SiMe2)2[eta5-C5H((S)-CHMeCy)(CHMe2)][eta5-C5H3]]ZrCl2, (S)-8a and (S)-8b, which have an
Corey, E. J.; Link, J. O.
Tetrahedron Letters, 33, 3431-3431 (1992)
Schwink, L.; Knochel, P.
Tetrahedron Letters, 37, 25-25 (1996)
Singh, V. K.
Synthesis, 605-605 (1992)

Artigos

we are pleased to offer both enatiomers of 2-methyl-CBS-oxazaborolidine as a dry reagent, in addition to our current offerings as a 1M solution in toluene.

Learn about the applications of chiral oxazaborolidinium ions (COBIs) as Lewis acid catalysts in different asymmetric reactions such as cyclopropanation, epoxidation, and radical reactions along with details of their catalytic action.

Questions

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

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    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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