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• W2128884994 abstract "[104057-64-9] C15H19NO3 (MW 261.32) InChI = 1S/C15H19NO3/c1-10-13(18)19-14(15(2,3)4)16(10)12(17)11-8-6-5-7-9-11/h5-10,14H,1-4H3/t10-,14-/m0/s1 InChIKey = VQCFYKBTJKIGNX-HZMBPMFUSA-N (cyclic acetal of N-benzoylalanine; reagent for the preparation of enantiopure α-methyl-α-aminocarboxylic acids;2 precursor to the 4-methylidene derivative;3a a radicalophile;3b a Michael acceptor;4 and an ene component for Diels–Alder additions,5 with formation of more complex α-amino acids) Physical Data: mp 94.2–94.5 °C; [α]rtD = −29.3° (c = 1.0, CHCl3). Solubility: sol THF, poorly sol hexane. Preparative Methods: the sodium salt of the pivalaldehyde imine of (S)-alanine is cyclized to the oxazolidinone by reaction with PhCOCl in CH2Cl2 at low temperature; the cis/trans ratio in the crude product depends upon the exact reaction conditions, it is usually 4∶1; purification by a combination of crystallization and chromatography gives the pure cis derivative in 60–70% yield.2 Handling, Storage, and Precautions: the solid material is stable for years when stored in a bottle." @default.
• W2128884994 created "2016-06-24" @default.
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• W2128884994 creator A5086150436 @default.
• W2128884994 date "2001-04-15" @default.
• W2128884994 modified "2023-09-27" @default.
• W2128884994 title "(2S,4S)-3-Benzoyl-2-tert-butyl-4-methyl-1,3-oxazolidin-5-one" @default.
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• W2128884994 doi "https://doi.org/10.1002/047084289x.rb041" @default.
• W2128884994 hasPublicationYear "2001" @default.
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