Back to results
US 12,617,754 B2Granted
Process for synthesizing lipids
AssigneeBristol-Myers Squibb Company
InventorsGregory Louis Beutner, Federico Lora Gonzalez, Patricia Y. Cho, Michael J. Smith
Life of this patent
Estimating the term…
Abstract
The present application provides processes for synthesizing lipids of Formula I useful in the synthesis of fat-soluble compounds for targeting and enhancing activity of therapeutic molecules, including siRNA.
Claims16
A process for synthesizing a compound of Formula I:
- wherein n is an integer from 8-16,
- the process comprising,
- a) reacting in a first solvent a compound of Formula II:
- wherein R is a protecting group;
- with a compound of Formula III
- wherein n is an integer from 8-16,
- and X is a halogen;
- followed by treatment with methane sulfonic acid, to form a compound of Formula IV:
- b) reacting in a second solvent a compound of Formula IV with a first base and a compound of Formula V:
- wherein each Y is independently a halogen;
- to form a compound of Formula VI:
- c) reacting in a third solvent a compound of Formula VI under coupling conditions with a second base and 2-(dimethylamino) ethanethiol HCl, followed by treatment with oxalic acid, to form a compound of Formula VII:
- and
- d) reacting a compound of Formula VII with a third base to produce a compound of Formula I.
11 more elements
Dependencies are inferred from the claim text.