Abstract: New aminooxylipids of general formula I, wherein n1=5-30 and X is polymethylene linker of the general formula II where n2=2-10, or X is polyethylene glycol linker of the general formula III, wherein n3=1-14 are provided. A method of preparation of the aminooxylipids of general formula I characterized in that the acylation of N-tert-butoxycarbonyl-polymethylenediamine {(CH3)3C—O—(C?O)—HN—(CH2)n—NH2, n=2-13}, or N-tert-butoxycarbonyl-polyethyleglycoldiamine {(CH3)3C—O—(C?O)—HN—(CH2)2—[O—(CH2)]n—O—(CH2)2NH2, n=1-14} with in position C(2) symmetrically branched fatty acids of general formula IV, wherein n1=5-30, in the presence of condensation reagent, or from acid of general formula IV derived acylchloride of general formula V wherein n1=5-30, produces N-Boc-aminolipids of general formula VI, wherein n1=5-30 a X is polymethylene linker of the general formula II or X is polyethylene glycol linker of the general formula III.
Type:
Grant
Filed:
November 2, 2017
Date of Patent:
November 8, 2022
Assignees:
VYSOKA SKOLA CHEMICKO-TECHNOLOGICKA V PRAZE, VYZKUMNY USTAV VETERINARNIHO LEKARSTVI, V. V. I., APIGENEX S.R.O.
Inventors:
Miroslav Ledvina, Roman Effenberg, Jaroslav Turanek, Elissa Bartheldyova, Ladislav Droz, Josef Masek, Frantisek Hubatka
Abstract: New aminooxylipids of general formula I, wherein n1=5-30 and X is polymethylene linker of the general formula II where n2=2-10, or X is polyethylene glycol linker of the general formula III, wherein n3=1-14 are provided. A method of preparation of the aminooxylipids of general formula I characterized in that the acylation of N-tert-butoxycarbonyl-polymethylenediamine {(CH3)3C—O—(C?O)—HN—(CH2)n—NH2, n=2-13}, or N-tert-butoxycarbonyl-polyethyleglycoldiamine {(CH3)3C—O—(C?O)—HN—(CH2)2—[O—(CH2)]n—O—(CH2)2NH2, n=1-14} with in position C(2) symmetrically branched fatty acids of general formula IV, wherein n1=5-30, in the presence of condensation reagent, or from acid of general formula IV derived acylchloride of general formula V wherein n1=5-30, produces N-Boc-aminolipids of general formula VI, wherein n1=5-30 a X is polymethylene linker of the general formula II or X is polyethylene glycol linker of the general formula III.
Type:
Application
Filed:
November 2, 2017
Publication date:
September 23, 2021
Applicants:
VYSOKA SKOLA CHEMICKO-TECHNOLOGICKA V PRAZE, VYZKUMNY USTAV VETERINARNIHO LEKARSTVI, V.V.I., APIGENEX S.R.O.
Inventors:
Mirolav LEDVINA, Roman EFFENBERG, Jaroslav TURANEK, Elissa BARTHELDYOVA, Ladislav DROZ, Josef MASEK, Frantisek HUBATKA