Processes for preparing eptifibatide and pertinent...

C - Chemistry – Metallurgy – 07 – K

Patent

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C07K 7/06 (2006.01) C07K 14/745 (2006.01)

Patent

CA 2562157

The present invention provides, inter alia, convergent processes for preparing eptifibatide that involve coupling a 2-6 eptifibatide fragment to an activated cysteinamide residue to form a 2-7 eptifibatide fragment, attaching a mercaptopropionic acid residue to the 2-7 eptifibatide fragment through disulfide bond formation, coupling the peptide intramolecularly, and removing the protecting group, to form eptifibatide. The invention further provides products produced by the described processes, novel compounds that can be used as synthetic intermediates for the preparation of eptifibatide, and novel compounds that are structurally similar to eptifibatide.

L'invention concerne notamment des procédés convergents permettant de préparer l'eptifibatide, qui impliquent de coupler un fragment 2-6 d'eptifibatide avec un résidu de cystéinamide activé pour former un fragment 2-7 d'eptifibatide, de fixer un résidu d'acide mercaptopropionique au fragment d'eptifibatide 2-7 par le biais de la formation de fixation disulfure, de coupler le peptide de manière intramoléculaire, et d'évacuer le groupe de protection, pour former l'eptifibatide. L'invention concerne également des produits élaborés suivant lesdits procédés, de nouveaux composés que l'on peut utiliser comme intermédiaires synthétiques pour préparer l'eptifibatide, et de nouveaux composés qui sont structurellement semblables à l'eptifibatide.

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