Synthése de la dolastatine 10 et de la [R-doe]-dolastatine 10

Autor:	Florence Roux, Isabelle Maugras, Joël Poncet, Gilles Niel, Patrick Jouin
Rok vydání:	1994
Předmět:	chemistry.chemical_classification Allylic rearrangement Ketone Dipeptide medicine.drug_class Stereochemistry Organic Chemistry Biochemistry Amino acid Aminoketone chemistry.chemical_compound Residue (chemistry) chemistry Drug Discovery Peptide synthesis medicine Stereoselectivity
Zdroj:	Tetrahedron. 50:5345-5360
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(01)80692-x
Popis:	A stepwise synthesis of dolastatin 10 starting from the dolaphenine residue is described. The chiral dola isoleuine and dolaproine residues were obtained by 5-step procedures from the corresponding N-Boc amino acid. The key steps are respectively the NaBH4 reduction of an allylic ketone and the addition of an achiral Z-crotylboronate on the N-Boc- L -prolinal. Peptidic couplings were efficiently realised with reagents developed in the laboratory.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::67f440545f09bedee0d93ee3468f33b4 https://doi.org/10.1016/s0040-4020(01)80692-x Zobrazit plný text záznamu