An improved synthesis of β-keto ester units in didemnins, using 2,2'-carbonyl-bis(3,5-dioxo-4-methyl-1,2,4-oxadiazolidine)

Autor:	Marie-Noëlle Dufour, A. Pantaloni, Bertrand Castro, Joël Poncet, I. Maugras, Patrick Jouin
Rok vydání:	1988
Předmět:	chemistry.chemical_classification Peptide fragment biology chemistry Stereochemistry Organic Chemistry Drug Discovery Didemnidae Organic chemistry Aliphatic compound biology.organism_classification Thioester Biochemistry
Zdroj:	Tetrahedron Letters. 29:2661-2664
ISSN:	0040-4039
DOI:	10.1016/0040-4039(88)85253-5
Popis:	Activation of N-protected α-amino acids and O-protected α-hydroxy acids with 2,2'-carbonylbis (3,5-dioxo-4-methyl-1,2,4-oxadiazolidine) 6 provide a stable activated intermediate 7 suitable for the synthesis of β-keto ester 8 . This activation was used in the preparation of the non-proteogenic units 1st 1 and Hip 4 present in the cyclodepsipeptides didemnins isolated from the tunicates Didemnidae.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2b8d1400f57f79b6c833c104a8f2a3d6 https://doi.org/10.1016/0040-4039(88)85253-5 Zobrazit plný text záznamu