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US 9,440,940 B2Granted
Methods for synthesis of psoralen derivatives
AssigneeMacoPharma
InventorBernard Refouvelet
Life of this patent
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Abstract
Methods for the synthesis of psoralen derivatives are provided. In one embodiment, the method may include acetylating a compound of formula (II) to form a compound of formula (III), subjecting the compound of formula (III) to a Fries rearrangement to form a compound of formula (IV), and subjecting the compound of formula (IV) to cyclization, reduction and aromatization, to form a compound having the following formula (I):
Claims19
A method comprising:
- (a) acetylating a compound having the following formula (II):
- wherein acetylating the compound of formula (II) forms a compound having the following formula (III):
- (b) subjecting the compound of formula (III) from step (a) to a Fries rearrangement performed at a temperature of 90° C. to 110° C., wherein the Fries rearrangement forms a compound having the following formula (IV):
- (c) subjecting the compound of formula (IV) obtained in step (b) to cyclization, reduction and aromatization, to form a compound having the following formula (I):
- wherein R1 in formulas (I)-(IV) is selected from the group consisting of a hydrogen atom;
- a linear C1-C6 alkyl group;
- and a branched C1-C6 alkyl group, and wherein R2 in formulas (I)- (IV) is selected from the group consisting of a hydrogen atom;
- a linear C1-C6 alkyl group;
- a branched C1-C6 alkyl group;
- a linear C1-C6 alkoxy group;
- and a branched C1-C6 alkoxy group.
8 more elements
Dependencies are inferred from the claim text.