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(S)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene
CAS: 112022-81-8 | C18H20BNO | 277.17 g/mol
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Catalog number L14583.AA
also known as L14583-AA
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5 mL
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77.65
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86.10Save 8.45 (10%)
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Chemical Identifiers
CAS112022-81-8
IUPAC Name(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole
Molecular FormulaC18H20BNO
InChI KeyVMKAFJQFKBASMU-KRWDZBQOSA-N
SMILES[H][C@@]12CCCN1B(C)OC2(C1=CC=CC=C1)C1=CC=CC=C1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear to slightly hazy colorless to yellow
FormLiquid
Assay0.95-1.10M
Assay28.5-33.0% (theory 30.0%)
Assay (unspecified)0.95-1.10M
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(S)-2-Methyl-CBS-oxazaborolidine is used as an oxazaborolidine catalyst. It is also employed 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 an anhydrous catalyst for CBS reduction reaction.
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
(S)-2-Methyl-CBS-oxazaborolidine is used as an oxazaborolidine catalyst. It is also employed 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 an anhydrous catalyst for ′CBS′ reduction reaction.
Solubility
Hydrolyzes 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. Incompatible with oxidizing agents.
(S)-2-Methyl-CBS-oxazaborolidine is used as an oxazaborolidine catalyst. It is also employed 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 an anhydrous catalyst for ′CBS′ reduction reaction.
Solubility
Hydrolyzes 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. Incompatible with oxidizing agents.
WARNING: Reproductive Harm - www.P65Warnings.ca.gov
RUO – Research Use Only
General References:
- Panayiotis A Procopiou.; Gillian E Morton.; Martin Todd.; Graham Webb. Enantioselective synthesis of (S)-salmeterol via asymmetric reduction of azidoketone by Pichia angusta. Tetrahedron: Asymmetry. 2001, 12 (14), 2005-2008.
- Toshiyasu Takemoto.; Katsuyoshi Nakajima.; Yukiko Iio, Masakazu Tamura.; Takahide Nishi. Asymmetric synthesis of enantiomerically pure spiro[((2S)-hydroxy)indane-1,4'-piperidine]. Tetrahedron: Asymmetry. 1999, 10 (9), 1787-1793.
- Anhydrous catalyst for CBS reduction reaction. For examples of use in asymmetric reduction of ketones, see: Org. Synth. Coll., 9, 362, 676 (1998). For further information, see (S)-2-Methyl-CBS-oxazaborolidine monohydrate, L09219.