Process for purifying 20(S)-camptothecin
AssigneeBoehringer Ingelheim Pharma GmbH & Co. KG
InventorsRainer Sobotta, Armin Rapp
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Abstract
A process for purifying 20(S)-camptothecin, the process comprising: (a) combining an aqueous base and a starting material containing 20(S)-camptothecin to convert the lactone ring of the 20(S)-camptothecin into a carboxylate salt; (b) hydrogenating to the product of step (a) in the presence of a transition metal catalyst; (c) acidifying the aqueous phase of the product of step (b) to form 20(S)-camptothecin crystals; (d) adding at least one polar aprotic solvent to the product of step (c); and (e) separating off the purified 20(S)-camptothecin crystals.
Claims20
A process for purifying 20(S)-camptothecin, the process comprising:
- (a) combining an aqueous base and a starting material containing 20(S)-camptothecin to convert the lactone ring of the 20(S)-camptothecin into a carboxylate salt;
- (b) hydrogenating to the product of step (a) in the presence of a transition metal catalyst;
- (c) acidifying the aqueous phase of the product of step (b) to form 20(S)-camptothecin crystals;
- (d) adding at least one polar aprotic solvent to the product of step (c);
- and
- (e) separating off the purified 20(S)-camptothecin crystals.
A process for preparing 20(S)-camptothecin of formula (I)
- wherein R1 is ethyl, from a 20-vinyl-camptothecine of formula (I) wherein R1 is vinyl, the process comprising:
- (a) combining an aqueous base and the starting material containing 20-vinyl-camptothecine, to form a compound of formula (II)
- wherein R1 is vinyl, and Met is a metal;
- (b) hydrogenating to the product of step (a) in the presence of a transition metal catalyst;
- (c) acidifying the aqueous phase of the product of step (b) to form 20(S)-camptothecin crystals;
- (d) adding at least one polar aprotic solvent to the product of step (c);
- and
- (e) separating off the purified crystals of 20(S)-camptothecin of formula (I) wherein R1 is ethyl.
Dependencies are inferred from the claim text.