Synthesis and structural studies of N-(p-toluenesulfonyl)-amino acid 3,5-di-tert-butyl-2-phenolamides
✍ Scribed by Margarita Tlahuextl; Liliana Aguilar-Castro; Carlos Camacho-Camacho; Rosalinda Contreras; Antonio R. Tapia-Benavides
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 127 KB
- Volume
- 15
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.10223
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✦ Synopsis
Abstract
This paper describes the synthesis and structural studies of N‐(p‐toluenesulfonyl)‐amino acid 3,5‐di‐tert‐butyl‐2‐phenolamides by ^1^H, ^13^C, and ^15^N. The presence of intra‐ and __inter__molecular hydrogen bonds were studied by variable temperature NMR spectroscopy. The molecular structure of two amides in the solid state was determined by X‐ray diffraction experiments. The results show that tert‐butyl substituents in the phenolic ring have important effects in the nature of hydrogen bonds and conformation of these amides. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:114–120, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10223
📜 SIMILAR VOLUMES
## Abstract __N__‐(__p__‐Toluenesulfonyl)glycine __o__‐phenolamide (**__3a__**) and the analogous derivatives of __d,l__‐alanine (**__3b__**), L‐valine (**__3c__**), L‐leucine (**__3d__**), and L‐phenylalanine (**__3e__**) were synthesized in yields >80% by condensation of __N__‐(__p__‐toluenesulfo
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