IP Library › Patent Application 18473644
Patent Application
App. No. 18/473,644

PROCESS OF MAKING ABALOPARATIDE

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Quick Facts
Patent No.
US None
App. No.
18/473,644
Abstract

Disclosed herein is an improved process for preparing abaloparatide. The process generally utilizes solid phase peptide synthesis employing an Fmoc-protection scheme. Incorporating a systematic recoupling step of a glutamine residue (Gln 16 ) has been found to minimize the formation of an undesirable des-Gln 16 abaloparatide impurity, which is often obtained in significant quantities in the conventional process.

Claims (5)

1 . A process for the preparation of abaloparatide comprising:

a) providing a peptide bound to a solid resin and having an initial N-terminus, wherein said bound peptide is NH 2 -Asp(OtBu)-Leu-Arg(Pbf)-Arg 20 -(Pbf)-Arg(Pbf)-Glu(OtBu)-Leu-Leu-Glu 25 (OtBu)-Lys(Boc)-Leu-Leu-Aib-Lys 30 -(Boc)-Leu-His(Trt)-Thr(tBu)-Ala 34 -Rink Amide MBHA resin;

b) coupling a carboxyl terminus of Fmoc-(Trt)Gln 16 -OH to the initial N-terminus of the bound peptide in the presence of a coupling reagent;

c) repeating step b) to ensure complete incorporation of Fmoc-(Trt)Gln 16 ;

d) selectively cleaving the Fmoc group with a solution comprising an amine base to provide a peptide bound to a solid resin and having a new N-terminus.