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Structural Studies by NMR and X-Ray Crystallography of N-(p-Toluenesulfonyl)-Amino Acids

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Abstract

N-(p-Toluenesulfonyl)-glycine 7 and analogous derivatives of d,l-alanine 8, L-valine 9, L-leucine 10, L-isoleucine 11, and L-phenylalanine 12 were synthesized by condensation of the amino acid with p-toluenesulfonyl chloride. The presence of intermolecular hydrogen bonding was established by variable NMR spectroscopy. The molecular structure and intermolecular interactions of N-(p-toluenesulfonyl)–d,l-alanine and N-(p-toluenesulfonyl)–L-valine were corroborated by X-ray diffraction (XRD) experiments.

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Correspondence to Antonio R. Tapia-Benavides.

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Aguilar-Castro, L., Tlahuextl, M., Tapia-Benavides, A.R. et al. Structural Studies by NMR and X-Ray Crystallography of N-(p-Toluenesulfonyl)-Amino Acids. Structural Chemistry 15, 215–221 (2004). https://doi.org/10.1023/B:STUC.0000021530.95903.8e

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  • DOI: https://doi.org/10.1023/B:STUC.0000021530.95903.8e

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