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US 9,416,084 B2Granted
Method of producing ingenol-3-angelate
AssigneeLEO Laboratories Limited
InventorsThomas Hogberg, Gunnar Grue-Sorensen, Xifu Liang, Anne Marie Horneman, Anders Klarskov Petersen
Life of this patent
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Abstract
The present invention relates to methods of producing ingenol-3-angelate (I) from ingenol (II). Furthermore, the invention relates to intermediates useful for the synthesis of ingenol-3-angelate (I) from ingenol (II) and to methods of producing said intermediates.
Claims20
Method of producing ingenol-3-angelate (I), comprising the steps of:
- esterifying ingenol protected with a dihydroxyl protecting group at the 5 and 20 positions, with angelic anhydride or angeloyl chloride in the presence of a base to produce 5,20 hydroxyl-protected ingenol-3-angelate (VI), wherein D represents a dihydroxyl protecting group;
- and
- removing the dihydroxyl protecting group at the 5 and 20 positions to produce ingenol-3-angelate (I).
Dependencies are inferred from the claim text.