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CBS Catalysts
(S)-(-)-2-Methyl-CBS-oxazaborolidine (ca. 1mol/L in Toluene); (S)-Me-CBS Catalyst (ca. 1mol/L in Toluene); CAS: 112022-81-8
(R)-(+)-2-Methyl-CBS-oxazaborolidine (ca. 1mol/L in Toluene); (R)-Me-CBS Catalyst (ca. 1mol/L in Toluene); CAS: 112022-83-0
| Chemical Name | (S)-(-)-2-Methyl-CBS-oxazaborolidine (ca. 1mol/L in Toluene) |
| Synonyms | (S)-Me-CBS Catalyst (ca. 1mol/L in Toluene) (S)-3,3-Diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole (ca. 1mol/L in Toluene) |
| CAS Number | 112022-81-8 |
| CAT Number | RF-CC106 |
| Stock Status | In Stock, Production Scale Up to Tons |
| Molecular Formula | C18H20BNO |
| Molecular Weight | 277.17 |
| Store Under Inert Gas | Store Under Inert Gas |
| Condition to Avoid | Moisture Sensitive |
| Melting Point | 85~95℃ (lit.) |
| Boiling Point | 111℃ |
| Density | 0.93 g/mL at 20℃ |
| Brand | Ruifu Chemical |
| Item | Specifications |
| Appearance | Colorless or Light Yellow Liquid |
| Identification | 1H NMR, IR |
| Concentration in Tol | 1mol/L |
| Assay | 28.5~31.5% |
| Test Standard | Enterprise Standard |
| Usage | CBS Catalysts |
Package: Bottle, Barrel, 25kg/Barrel, or according to customer's requirement.
Storage Condition: Store in sealed containers at cool and dry place; Protect from light, moisture and pest infestation.
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CBS Catalyst
(S)-(-)-2-Methyl-CBS-oxazaborolidine (ca. 1mol/L in Toluene); (S)-Me-CBS Catalyst (ca. 1mol/L in Toluene); CAS: 112022-81-8
(R)-(+)-2-Methyl-CBS-oxazaborolidine (ca. 1mol/L in Toluene); (R)-Me-CBS Catalyst (ca. 1mol/L in Toluene); CAS: 112022-83-0
CBS catalyst
The CBS catalyst or Corey–Bakshi–Shibata catalyst is an asymmetric catalyst derived from proline. It finds many uses in organic reactions such as the CBS reduction, Diels-Alder reactions and (3+2) cycloadditions. Proline, a naturally occurring chiral compound, is readily and cheaply available. It transfers its stereocenter to the catalyst which in turn is able to drive an organic reaction selectively to one of two possible enantiomers. This selectivity is due to steric strain in the transition state that develops for one enantiomer but not for the other.
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.
(R)-(+)-2-Methyl-CBS-oxazaborolidine (ca. 1mol/L in Toluene) CAS: 112022-83-0 may be used as a catalyst in the asymmetric borane reduction of perfluoroalkyl 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.
(R)-(+)-2-Methyl-CBS-oxazaborolidine (ca. 1mol/L in Toluene) CAS: 112022-83-0 is an organoboron catalyst that is used in organic synthesis. This catalyst, developed by Itsuno and Elias James Corey, is generated by heating (R)-(+)-2-(diphenylhydroxymethyl) pyrrolidine along with trimethylboroxine or methylboronic acid. It is an excellent tool for the synthesis of alcohols in high enantiomeric ratio. Generally, 2-10 mol% of this catalyst is used along with borane-tetrahydrofuran (THF), borane-dimethylsulfide, borane-N,N-diethylaniline, or diborane as the borane source. Enantioselective reduction using chiral oxazaborolidine catalysts has been used in the synthesis of commercial drugs such as ezetimibe and aprepitant.