Lipid formulations
View Patent ↗The invention features a cationic lipid of formula I, an improved lipid formulation comprising a cationic lipid of formula I and corresponding methods of use. Also disclosed are targeting lipids, and specific lipid formulations comprising such targeting lipids.
1. A method of making a cationic lipid of formula I, or a pharmaceutically acceptable salt thereof,
comprising reacting dilinoleyl methanol with dimethylaminobutyric acid, or a salt thereof, under conditions to provide the cationic lipid of formula I, or a pharmaceutically acceptable salt thereof.
2. The method of claim 1 , wherein the dilinoleyl methanol is reacted with a hydrochloride salt of dimethylaminobutyric acid under conditions to provide a compound of formula I, or a pharmaceutically acceptable salt thereof.
3. The method of claim 1 , wherein dilinoleyl methanol is reacted with a salt of dimethylaminobutyric acid under conditions that include EDCI, DMAP and DIPEA.
4. The method of claim 1 , further comprising purifying the compound of formula I, or a pharmaceutically acceptable salt thereof.
5. The method of claim 4 , wherein the compound of formula I, or a pharmaceutically acceptable salt thereof, is purified using Flash column chromatography.
6. The method of claim 1 , further comprising providing the dilinoleyl methanol by converting linoleyl bromide to dilinoleyl methanol.
7. The method of claim 6 , wherein the converting is carried out by reacting linoleyl bromide with magnesium followed by water to provide a resulting mixture that comprises dilinoleyl methanol.
8. The method of claim 7 , further comprising treating the resulting mixture with a base to provide dilinoleyl methanol.
9. The method of claim 8 , further comprising purifying the dilinoleyl methanol.
10. The method of claim 9 , wherein the dilinoleyl methanol is purified using column chromatography.