Abstract
A four step synthesis of 4(S)-oxazolidineacetic acid, 2-oxo benzyl ester (D-Oxac-OBn) from L-Asp-OH in 45% overall yield is reported. The formation of by-products is completely avoided, by microwave irradiation and by the use of caesium carbonate as base. Moreover the synthesis and IR and 1H NMR conformational analysis of the tetramers Boc-L-Val-D-Oxac-L-Ala-OBn and Boc-L-Val-D-Oxac-Aib-L-Ala-OBn in solution is reported.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amino Acid Sequence
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Amino Acids / chemistry*
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Isoxazoles / chemical synthesis
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Isoxazoles / chemistry
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Magnetic Resonance Spectroscopy
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Oligopeptides / chemical synthesis
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Oligopeptides / chemistry*
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Oxazolidinones / chemistry*
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Protein Structure, Secondary
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Spectroscopy, Fourier Transform Infrared
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Stereoisomerism
Substances
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Amino Acids
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Isoxazoles
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Oligopeptides
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Oxazolidinones