Back to results
US 10,844,050 B2Granted
Cyclization processes of hydroxyalkenoic acids and products thereof
AssigneeYissum Research Development Company of the Hebrew University of Jerusalem
InventorDmitry Tsvelikhovsky
Life of this patent
Estimating the term…
Abstract
The invention provides efficient cyclization processes of hydroxyalkenoic acids and products produced therefrom. The following reactions are claimed: Formula (I), (II), (V) and (VI).
Claims17
A process for the preparation of a compound of formula (II) comprising the step of:
- Reacting a compound of formula (I) in the presence of at least one Pd catalyst and at least one base;
- R1 and R2 are each independently selected from a group consisting of H, straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, C5-C12 aryl, C5-C12 heteroaryl;
- C3-C12 cycloalkyl, C3-C12 heterocycloalkyl;
- each optionally substituted by at least one OH, amine, amide, halide, straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, —O(C1-C8 akyl), —OC(═O)(C1-C8 alkyl), —C(═O)(C1-C8 alkyl), —C(═O)O(C1-C8 alkyl);
- C5-C12 aryl, C5-C12 heteroaryl, C3-C12 cycloalkyl, C3-C12 heterocycloalkyl;
- R3 and R4 are H;
- and n is an integer being 1-6.
4 more elements
A process for the preparation of a compound of formula (IV) comprising the step of:
- reacting a compound of formula (III) in the presence of at least one Pd catalyst and at least one base;
- wherein R2-R7 are each independently selected from a group consisting of H, straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, C5-C12 aryl, C5-C12 heteroaryl;
- C3-C12 cycloalkyl, C3-C12 heterocycloalkyl;
- each optionally substituted by at least one OH, amine, amide, halide, straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, —O(C1-C8 akyl), —OC(═O)(C1-C8 alkyl), —C(═O)(C1-C8 alkyl), —C(═O)O(C1-C8 alkyl);
- C5-C12 aryl, C5-C12 heteroaryl, C3-C12 cycloalkyl, C3-C12 heterocycloalkyl;
- R3 and R4 are H;
- and n is an integer being 1-6;
- or R5 and R6 or R6 and R7 or R5 and R7 together with the two carbon atoms they are attached to form a 5 to 15 ring.
5 more elements
A process for the preparation of a compound of formula (VI) comprising the step:
- reacting a compound of formula (V) in the presence of at least one Pd catalyst and at least one base;
- wherein R2 is selected from a group consisting of H, straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, C5-C12 aryl, C5-C12 heteroaryl;
- C3-C12 cycloalkyl, C3-C12 heterocycloalkyl;
- each optionally substituted by at least one OH, amine, amide, halide, straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, —O(C1-C8 akyl), —OC(═O)(C1-C8 alkyl), —C(═O)(C1-C8 alkyl), —C(═O)O(C1-C8 alkyl);
- C5-C12 aryl, C5-C12 heteroaryl, C3-C12 cycloalkyl, C3-C12 heterocycloalkyl;
- R3, R4 and R5 are H;
- R8 is straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, each optionally substituted by at least one OH, amine, amide, halide, straight or branched C1-C15 alkyl, straight or branched C2-C15 alkenyl, straight or branched C2-C15 alkynyl, —O(C1-C8 akyl), —OC(═O)(C1-C8 alkyl), —C(═O)(C1-C8 alkyl), —C(═O)O(C1-C8 alkyl);
- C5-C12 aryl, C5-C12 heteroaryl, C3-C12 cycloalkyl, C3-C12 heterocycloalkyl;
- and n is an integer being 1-6.
6 more elements
Dependencies are inferred from the claim text.