649317

(R)-(+)-2-Methyl-CBS-oxazaborolidine

• Synonym(s): (R)-1-Methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole, (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole, (R)-Me-Corey-Bakshi-Shibata catalyst
• Empirical Formula (Hill Notation): C₁₈H₂₀BNO
• CAS Number: 112022-83-0
• Molecular Weight: 277.17
• MDL number: MFCD00078440
• UNSPSC Code: 12352005
• PubChem Substance ID: 24883644
• NACRES: NA.22

Properties

• assay: ≥90%
• form: solid
• mp: 85-95 °C (lit.)
• functional group: phenyl
• 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-/m1/s1
• InChI key: VMKAFJQFKBASMU-QGZVFWFLSA-N

Description

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.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H318
• pcodes: P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P501
• 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: Eyeshields, Gloves, type N95 (US)