Synthesis of enantiopure α-Tfm-proline and α-Tfm-pipecolic acid from oxazolo-pyrrolidines and -piperidines | Zendy

Clément A. Sanchez | Zendy; Charlène Gadais | Zendy; Sitan Diarra | Zendy; Andrea Bordessa | Zendy; Nathalie Lensen | Zendy; Evelyne Chelain | Zendy; Thierry Brigaud | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

Synthesis of enantiopure α-Tfm-proline and α-Tfm-pipecolic acid from oxazolo-pyrrolidines and -piperidines

Author(s) -

Clément A. Sanchez,

Charlène Gadais,

Sitan Diarra,

Andrea Bordessa,

Nathalie Lensen,

Evelyne Chelain,

Thierry Brigaud

Publication year - 2021

Publication title -

organic and biomolecular chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.923

H-Index - 146

eISSN - 1477-0539

pISSN - 1477-0520

DOI - 10.1039/d1ob01173a

Subject(s) - enantiopure drug , pipecolic acid , chemistry , pyrrolidine , piperidine , imino acid , proline , stereochemistry , combinatorial chemistry , organic chemistry , amino acid , enantioselective synthesis , biochemistry , catalysis

Enantiopure α-Tfm-proline and α-Tfm-pipecolic acid were synthesized starting from commercially available diesters and ethyl trifluoroacetate. A Strecker type reaction on intermediate chiral Tfm-oxazolo-pyrrolidine and -piperidine provided the corresponding nitrile precursor of enantiopure (R) and (S) α-Tfm-proline and α-Tfm-pipecolic acid. The C-terminal peptide coupling reaction of α-Tfm-pipecolic acid has been successfully achieved.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research