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Dr. Bahaa El-Dien M. El-Gendy :: Publications: |
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| Title: | Selective Synthesis and Structural Elucidation of S-Acyl- and N-Acylcysteines |
| Authors: | Alan R. Katritzky, Srinivasa R. Tala, Nader E. Abo-Dya, Kapil Gyanda, Bahaa El-Dien M. El-Gendy, Zakaria K. Abdel-Samii and Peter J. Steel |
| Year: | 2009 |
| Keywords: | Not Available |
| Journal: | Not Available |
| Volume: | Not Available |
| Issue: | Not Available |
| Pages: | Not Available |
| Publisher: | Not Available |
| Local/International: | International |
| Paper Link: | |
| Full paper | Not Available |
| Supplementary materials | Not Available |
| Abstract: |
N-(Acyl)-1H-benzotriazoles 6a−f react with l-cysteine 5 at 20 °C to give exclusively (i) N-acyl-l-cysteines 8a−e in the presence of triethylamine in CH3CN−H2O (3:1), but (ii) S-acyl-l-cysteines 7a−e in CH3CN−H2O (5:1) in the absence of base. Structures 7b, 7d and 8b, 8d are supported by 2D NMR spectroscopic methods including gDQCOSY, gHMQC, gHMBC, and 1H−15N CIGAR-gHMBC experiments. The structure of compound 8d was also supported by single-crystal X-ray diffraction. |
