Synthesis of a laterally branched polyamine from alpha-methylene-gamma-butyrolactone.
[reaction: see text] A polyamine derivative was prepared from alpha-methylene-gamma-butyrolactone. This method used Michael addition and lactone aminolysis followed by the nucleophilic substitution of the hydroxyl group by an azido group. The coupling of a lipophilic alkyne led to a polyamine that will be probed as a gene transfer agent.
Jean
Mickaël
M
Faculté des Sciences Biologiques et Médicales, Institut de Chimie de Rennes, Synthèse et Extraction de Molécules à Visée Thérapeutique, Université de Rennes I, 2, Avenue du Professeur Léon Bernard, 35043 Rennes Cedex, France.
Le Roch
Myriam
M
Renault
Jacques
J
Uriac
Philippe
P
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D005663:Furans / Q000737:chemistry*; D015394:Molecular Structure; D011073:Polyamines / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000480:Alkynes; D005663:Furans; D011073:Polyamines; C014096:alpha-methylene gamma-butyrolactone; D015107:4-Butyrolactone