Chiral α‐Amino Acid‐Based NMR Solvating Agents
Four new chiral α‐(nonafluoro‐tert‐butoxy)carboxylic acids were synthesized from naturally occurring α‐amino acids (alanine, valine, leucine and isoleucine, respectively), and tested in 1H‐ and 19F‐NMR experiments as chiral NMR shift reagents. The NMR studies were carried out at room temperature, us...
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| Veröffentlicht in: | Helvetica chimica acta 2020-08, Vol.103 (8), p.n/a |
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| container_title | Helvetica chimica acta |
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| creator | Nemes, Anikó Csóka, Tamás Béni, Szabolcs Garádi, Zsófia Szabó, Dénes Rábai, József |
| description | Four new chiral α‐(nonafluoro‐tert‐butoxy)carboxylic acids were synthesized from naturally occurring α‐amino acids (alanine, valine, leucine and isoleucine, respectively), and tested in 1H‐ and 19F‐NMR experiments as chiral NMR shift reagents. The NMR studies were carried out at room temperature, using CDCl3 and C6D6 as solvents, and (RS)‐α‐phenylethylamine and (RS)‐α‐(1‐naphthyl)ethylamine as racemic model compounds. To demonstrate the applicability of the reagents, the racemic drugs ketamine and prasugrel were also tested. |
| doi_str_mv | 10.1002/hlca.202000081 |
| format | Article |
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The NMR studies were carried out at room temperature, using CDCl3 and C6D6 as solvents, and (RS)‐α‐phenylethylamine and (RS)‐α‐(1‐naphthyl)ethylamine as racemic model compounds. To demonstrate the applicability of the reagents, the racemic drugs ketamine and prasugrel were also tested.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.202000081</identifier><language>eng</language><publisher>Zürich: Wiley Subscription Services, Inc</publisher><subject>Alanine ; Amino acids ; Carboxylic acids ; chiral pool ; enantioselectivity ; Isoleucine ; Ketamine ; Leucine ; NMR ; Nuclear magnetic resonance ; Phenethylamine ; Phenylethylamine ; Reagents ; Room temperature ; Valine</subject><ispartof>Helvetica chimica acta, 2020-08, Vol.103 (8), p.n/a</ispartof><rights>2020 The Authors. Helvetica Chimica Acta Published by Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2020. 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| subjects | Alanine Amino acids Carboxylic acids chiral pool enantioselectivity Isoleucine Ketamine Leucine NMR Nuclear magnetic resonance Phenethylamine Phenylethylamine Reagents Room temperature Valine |
| title | Chiral α‐Amino Acid‐Based NMR Solvating Agents |
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