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649309

Sigma-Aldrich

(S)-(−)-2-Methyl-CBS-oxazaborolidine

≥95%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H20BNO
Número de CAS:
112022-81-8
Peso molecular:
277.17
MDL number:
MFCD00078439
UNSPSC Code:
12352005
PubChem Substance ID:
24883643
NACRES:
NA.22

assay

≥95%

form

solid

SMILES string

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

InChI key

VMKAFJQFKBASMU-KRWDZBQOSA-N

Categorías relacionadas

Application

CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis
The CBS (Corey-Bakshi-Shibata) oxazaborolidine catalyst has been used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2-symmetrical ferrocenyl diols, and propargyl alcohols.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Corey, E. J. et al.
Journal of the American Chemical Society, 109, 5551-5551 (1987)
Singh, V. K.
Synthesis, 605-605 (1992)
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
Angewandte Chemie (International Edition in English), 37, 1986-1986 (1998)
Sakai, T. et al.
Tetrahedron, 52, 233-233 (1996)
Ver todos los artículos relacionados

Artículos

CBS Catalysts

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.

CBS Catalysts

We are pleased to offer o-tolyl-CBS-oxazaborolidine as a 0.5 M solution in toluene for your research needs. When protonated with trifluoromethanesulfonimide, these chiral oxazaborolidines generate chiral Lewis acids, which have demonstrated great utility in the enantioselective Diels–Alder reaction.

Contenido relacionado

2-Methyl-CBS-oxazaborolidine

Our company is pleased to offer both enantiomers of 2-methyl-CBS-oxazaborolidine as a dry reagent, in addition to our current offerings as a 1 M solution in toluene.

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