Synthesis of N- and side chain protected aspartyl and glutamyl aldehyde derivatives. Reinvestigation of the reduction of Weinreb amides
| Autor: | Marielle Paris, Jean-Alain Fehrentz, Catherine Pothion, Jean Martinez, Annie Heitz |
|---|---|
| Přispěvatelé: | Laboratoire des Amino-acides Peptides et Protéines (LAPP), Centre National de la Recherche Scientifique (CNRS)-Université Montpellier 2 - Sciences et Techniques (UM2)-Université Montpellier 1 (UM1), Centre de biochimie structurale (CBS), Université Montpellier 1 (UM1)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 1998 |
| Předmět: |
Tris
chemistry.chemical_classification [CHIM.ORGA]Chemical Sciences/Organic chemistry 010405 organic chemistry Chemistry Stereochemistry Organic Chemistry chemistry.chemical_element Peptide Aluminium hydride 010402 general chemistry 01 natural sciences Biochemistry Aldehyde 0104 chemical sciences chemistry.chemical_compound Amide Drug Discovery Side chain Lithium ComputingMilieux_MISCELLANEOUS |
| Zdroj: | Tetrahedron Letters Tetrahedron Letters, Elsevier, 1998, 39, pp.1341-1344 |
| ISSN: | 0040-4039 |
| Popis: | The reduction of Weinreb amides was reinvestigated in order to find conditions that will allow the synthesis of protected aspartyl and glutamyl aldehydes derivatives useful for peptide and pseudopeptide syntheses. We have demonstrated that lithium tris(tert-butoxy)aluminium hydride [LiAl(OtBu)3H] and lithium tris[(3-ethyl-3-pentyl)oxy]aluminium hydride (LTEPA) can be used to reduce Weinreb amide derivatives into their corresponding aldehydes. In these conditions, it was possible to synthesize N- and side chain protected aspartyl and glutamyl aldehyde derivatives in fairly good conditions. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect