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804576 Sigma-Aldrich

(1E)-4-Hydroxy-1-mesityl-4-methylpent-1-en-3-one

Synonym: Bode Hydroxamic Acid

  • CAS Number 1346681-71-7

  • Empirical Formula (Hill Notation) C15H20O2

  • Molecular Weight 232.32

  •  PubChem Substance ID 329768883

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Kinetic Resolution
Quality Level   100
form   crystals
mp   75-77 °C
SMILES string   O=C(C(C)(C)O)/C=C/C1=C(C)C=C(C)C=C1C
InChI   1S/C15H20O2/c1-10-8-11(2)13(12(3)9-10)6-7-14(16)15(4,5)17/h6-9,17H,1-5H3/b7-6+
InChI key   MZEPKOZFBZWACD-VOTSOKGWSA-N

Description

Application

The following hydroxamic acid was shown by Bode and coworkers to assist in the kinetic resolution of cyclic amines through acylation of one enantiomer, which can be controlled using either the (R,S)- or (S,R)-Bode Kinetic Resolution Catalyst, both of which are also available through Sigma-Aldrich. 

Packaging

1 g in glass bottle

Other Notes

Catalytic Kinetic Resolution of Cyclic Secondary Amines

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Bode Kinetic Resolution

Despite the widespread use of chiral amines and amides in modern pharmaceutical and agrochemical compounds, synthetic access to such building blocks, particularly in an enantioenriched form, has trad...
Keywords: Agrochemicals, Amidations, Asymmetric synthesis, Building blocks, Catalysis, Chiral chromatography, Chromatography, Column chromatography, Pharmaceutical, Purification

Jeffrey Bode Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Jeffrey Bode Group – Professor Product Portal
Keywords: Annulations, Asymmetric synthesis, Catalysis, Cross couplings, transformation

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