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Chiral α‐Amino Acid‐Based NMR Solvating Agents

Year: 2020
Type: article
Abstract: 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.
Language: English
Subfield: Spectroscopy
Field: Chemistry
Open Access status: hybrid
Estimated APC paid: $3,500
OpenAlex ID: W3039748384
FWCI: 0.549
Cites: 32
Cited by: 6
Related to: 10