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

Description

(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.

Specifications

Chemical Identifiers

• CAS: 112022-83-0
• Molecular Formula: C18H20BNO
• Molecular Weight (g/mol): 277.17
• MDL Number: MFCD00078440
• InChI Key: VMKAFJQFKBASMU-QGZVFWFLSA-N
• Synonym: r-2-methyl-cbs-oxazaborolidine, r-methyl oxazaborolidine, r-+-2-methyl-cbs-oxazaborolidine, r-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine, r-1-methyl-3,3-diphenylhexahydropyrrolo 1,2-c 1,3,2 oxazaborole, r-me-cbs catalyst, r-3,3-diphenyl-1-methylpyrrolidino 1,2-c-1,3,2-oxazaborole, r-me cbs, r-tetrahydro-1-methyl-3,3-diphenyl-1h,3h-pyrrolo 1,2-c 1,3,2 oxazaborole, corey's catalyst
• PubChem CID: 9838490
• IUPAC Name: (3aR)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole
• SMILES: [H][C@]12CCCN1B(C)OC2(C1=CC=CC=C1)C1=CC=CC=C1

• Density: 0.925
• Flash Point: 4°C (39°F)
• Quantity: 1 mL
• UN Number: UN1993
• Sensitivity: Air and moisture sensitive
• Solubility Information: Not miscible or difficult to mix in water.
• Formula Weight: 277.17
• Concentration or Composition (by Analyte or Components): 1M soln. in toluene
• Chemical Name or Material: (R)-2-Methyl-CBS-oxazaborolidine

RUO – Research Use Only