Your browser doesn't support javascript.
loading
Enantiopure α-Trifluoromethylated Aziridine-2-carboxylic Acid (α-TfmAzy): Synthesis and Peptide Coupling.
Ouerfelli, Oussema; Simon, Julien; Chelain, Evelyne; Pytkowicz, Julien; Besbes, Rafâa; Brigaud, Thierry.
Affiliation
  • Ouerfelli O; CY Cergy Paris Université, CNRS, BioCIS, 95000, Cergy Pontoise, France.
  • Simon J; Université Paris-Saclay, CNRS, BioCIS, 92290, Châtenay-Malabry, France.
  • Chelain E; Faculty of Sciences of Tunis, Laboratory of Analytical Chemistry and Electrochemistry, University of Tunis El Manar, Tunis El Manar 1068, Tunisia.
  • Pytkowicz J; CY Cergy Paris Université, CNRS, BioCIS, 95000, Cergy Pontoise, France.
  • Besbes R; Université Paris-Saclay, CNRS, BioCIS, 92290, Châtenay-Malabry, France.
  • Brigaud T; CY Cergy Paris Université, CNRS, BioCIS, 95000, Cergy Pontoise, France.
Org Lett ; 22(8): 2946-2949, 2020 04 17.
Article in En | MEDLINE | ID: mdl-32216364
A straightforward synthesis of enantiopure α-trifluoromethyl aziridine-2-carboxylic acid (α-TfmAzy) is reported from a trifluoropyruvate derived enantiopure oxazolidine. A key Strecker-type synthetic step and a late cyanide basic hydrolysis gave the target compounds in six steps and 41% yield. A final peptide coupling was performed to demonstrate the usefulness of this highly constrained fluorinated unnatural amino acid.
Subject(s)
Fulltext
Add to My VHL
Print
XML
PubMed Links
Search on Google

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Peptides / Aziridines / Hydrocarbons, Fluorinated Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2020 Document type: Article Affiliation country: France Country of publication: United States
Fulltext
Add to My VHL
Print
XML
PubMed Links
Search on Google

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Peptides / Aziridines / Hydrocarbons, Fluorinated Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2020 Document type: Article Affiliation country: France Country of publication: United States