US 7,842,687 B2 · Cephalotaxane derivatives and their processes of preparation and purification

Abstract

The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.

Claims29

Dependent claims

A purified compound of the following formula:

wherein n=2 or n=3, having a total content of impurities of lower than 1%, and/or having a total content of impurities wherein the major impurity is lower than 0.9%, and the chromatographic assay of the purified compound exhibits a content of the purified compound higher than 97.5%.

Dependencies are inferred from the claim text.

Cephalotaxane derivatives and their processes of preparation and purification

Life of this patent

Cephalotaxane derivatives and their processes of preparation and purification

Life of this patent

Abstract

Claims29