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720607 Sigma-Aldrich

(S)-(−)-2-Butyl-CBS-oxazaborolidine solution

1.0 M in toluene

Synonym: (S)-1-Butyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole

  • Empirical Formula (Hill Notation) C21H26BNO

  • Molecular Weight 319.25

  •  MDL number MFCD16621472

  •  PubChem Substance ID 329763728

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Reduction
Quality Level   100
optical activity   [α]22/D −72.0°, c = neat neat
concentration   1.0 M in toluene
refractive index   n20/D 1.514
density   0.916 g/mL at 25 °C
SMILES string   CCCCB1OC([C@@H]2CCCN12)(c3ccccc3)c4ccccc4
InChI   1S/C21H26BNO/c1-2-3-16-22-23-17-10-15-20(23)21(24-22,18-11-6-4-7-12-18)19-13-8-5-9-14-19/h4-9,11-14,20H,2-3,10,15-17H2,1H3/t20-/m0/s1
InChI key   FUVQOWKGWXFWHP-FQEVSTJZSA-N

Description

General description

(S)-2-Butyl-CBS-oxazaborolidine is a Corey−Bakshi−Shibata (CBS) reagent commonly used in the enantioselective reduction of ketones.

Packaging

5, 25 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Central nervous system
RIDADR 
UN1294 - class 3 - PG 2 - Toluene, solution
WGK Germany 
WGK 3
Flash Point(F) 
50.0 °F - open cup
Flash Point(C) 
10 °C - open cup

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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