Abstract
A practical synthesis of a key intermediate for the proteasome inhibitor lactacystin from (R)-4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate was established. (R)-4-Hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate is a useful chiral building block for the synthesis of biologically active compounds containing alpha-substituted alpha-amino acid moieties.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetylcysteine / analogs & derivatives*
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Acetylcysteine / chemical synthesis
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Chromatography, High Pressure Liquid
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Cysteine Proteinase Inhibitors / chemical synthesis*
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Indicators and Reagents
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Magnetic Resonance Spectroscopy
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Oxazoles / chemical synthesis*
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Solvents
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Spectrometry, Mass, Electrospray Ionization
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Spectrophotometry, Infrared
Substances
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(R)-4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate
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Cysteine Proteinase Inhibitors
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Indicators and Reagents
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Oxazoles
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Solvents
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lactacystin
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Acetylcysteine