(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene, Thermo Scientific Chemicals
(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene, Thermo Scientific Chemicals
Thermo Scientific Chemicals

(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene, Thermo Scientific Chemicals

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Catalog number L14582.AC
also known as L14582-AC
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(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene, Thermo Scientific Chemicals
Catalog numberL14582.AC
Price (USD)/ Each
272.65
Special Offer
Online exclusive
Ends: 31-Dec-2024
321.00 
Save 48.35 (15%)
-
Add to cart
Chemical Identifiers
CAS112022-83-0
IUPAC Name(3aR)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole
Molecular FormulaC18H20BNO
InChI KeyVMKAFJQFKBASMU-QGZVFWFLSA-N
SMILES[H][C@]12CCCN1B(C)OC2(C1=CC=CC=C1)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Assay (Non-aqueous acid-base Titration)0.90-1.10M
FormLiquid
Appearance (Color)Clear colorless to pale yellow
(R)-2-Methyl-CBS-oxazaborolidine is 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. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(R)-2-Methyl-CBS-oxazaborolidine is 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. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.

Solubility
Not miscible or difficult to mix in water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store under inert gas. It is sensitive to moisture and air. Incompatible with oxidizing agents.
WARNING: Reproductive Harm - www.P65Warnings.ca.gov
RUO – Research Use Only

General References:

  1. Parker, K. A.; Ledeboer, M. W. Asymmetric Reduction. A Convenient Method for the Reduction of Alkynyl Ketones. J. Org. Chem. 1996, 61 3214.
  2. Marcel Hoogenraad.; Guido M Klaus.; Niels Elders.; Simone M Hooijschuur.; Ben McKay.; Alan A Smith.; Eric W.P Damen. Oxazaborolidine mediated asymmetric ketone reduction: prediction of enantiomeric excess based on catalyst structure. Tetrahedron: Asymmetry. 2004, 15 (3), 519-523.
  3. Anhydrous catalyst for CBS reduction reaction. For further information, see (S)-2-Methyl-CBS-oxazaborolidine monohydrate, L09219.