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Synthesis of an azido precursor to (2S,5R)-5-hydroxylysine using an asymmetric organocatalytic chlorination/reduction sequence.
Johannes, Manuel; Brimble, Margaret A.
Afiliación
  • Johannes M; School of Chemical Sciences, The University of Auckland , 23 Symonds Street, Auckland 1142, New Zealand.
J Org Chem ; 78(24): 12809-13, 2013 Dec 20.
Article en En | MEDLINE | ID: mdl-24175670
An efficient, robust, and scalable synthesis of an azido precursor to the modified amino acid (2S,5R)-5-hydroxylysine was developed on the basis of the use of a highly stereoselective organocatalytic α-chlorination-reduction protocol. The final Fmoc-protected (2S,5R)-6-azido-5-hydroxylysine derivative can be used in solid-phase peptide synthesis, providing access to proteins that contain large quantities of post-translationally modified lysine (e.g., collagens).
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Azidas / Hidroxilisina Idioma: En Revista: J Org Chem Año: 2013 Tipo del documento: Article País de afiliación: Nueva Zelanda Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Azidas / Hidroxilisina Idioma: En Revista: J Org Chem Año: 2013 Tipo del documento: Article País de afiliación: Nueva Zelanda Pais de publicación: Estados Unidos