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US 12,668,569 B2Granted
Synthesis of prostate specific membrane antigen (PSMA) ligands
AssigneeNovartis AG
InventorFritz Andreae
Life of this patent
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Abstract
The present disclosure relates to the synthesis of prostate specific membrane antigen (PSMA) ligands that are useful in the treatment of diseases like cancer. In particular, the disclosure relates to a method for synthesizing PSMA ligands having a glutamate-urea-lysine (GUL) moiety and a chelating agent that can comprise a radiometal.
Claims12
A method for synthesizing a compound of formula (I), or a pharmaceutically acceptable salt thereof, using solid phase synthesis:
- wherein said method comprises all of the following steps:
- a) contacting a supported compound of formula (II)
- with a compound of formula (III)
- to provide a supported compound of formula (IV)
- b) contacting the supported compound of formula (IV) with a deprotecting agent to provide a supported compound of formula (V)
- c) contacting the supported compound of formula (V) with a compound of formula (VI)
- to provide a supported compound of formula (VII)
- d) contacting the supported compound of formula (VII) with a deprotecting agent to provide a supported compound of formula (VIII)
- e) contacting the supported compound of formula (VIII) with a compound (IX)
- to provide a supported compound of formula (X)
- f) contacting the supported compound of formula (X) with a cleavage reagent, and optionally with a deprotecting agent, to provide the compound of formula (I), or a pharmaceutically acceptable salt thereof;
- wherein
- PG, PG1, PG4, PG5 and PG6 are each independently a carboxyl protecting group;
- L is a linker;
- PG2 and PG3 are each independently an amino protecting group;
- R1 and R2 are each independently H, an activating ester group, and
- LG is a leaving group selected from the group consisting of imidazole, halogens and activating ester groups.
14 more elements
Dependencies are inferred from the claim text.