On August 26, 2016, Malolanarasimham, Krishnan; Murugan, Ravichandran Narayanasamy; Kedari, Chaitanya Kumar; Tulam, Vijaya Kumar published a patent.Safety of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate The title of the patent was Acylation process for the preparation of liraglutide. And the patent contained the following:
The invention is related to a process for the preparation of an N-substituted peptide or protein comprising: (a) reacting a peptide or protein with a copper agent to form a copper complex of peptide or protein; (b) converting the copper complex of the peptide or protein obtained in step (a) to the desired N-substituted peptide or protein in an organic solvent or in water or mixtures thereof; and (c) optionally, hydrolyzing the N-substituted peptide or protein obtained in step (b) to obtain the desired N-substituted peptide or protein, wherein the N-substituted peptide or protein is the GLP agonist H-His-Ala-Glu-Gly-Thr-Phe-Thr-Ser-Asp-Val-Ser-Ser-Tyr-Leu-Glu-Gly-Gln-Ala-Ala-N6 -[N-(1-oxohexadecyl)-γ-Glu]-Lys-Glu-Phe-Ile-Ala-Trp-Leu-Val-Arg-Gly-Arg-Gly-OH (liraglutide). The invention provides an alternate acylation process for preparation of liraglutide high yielding, scalable, cost effective, environment friendly and com. viable by avoiding repeated cumbersome and lengthy purification steps. Specifically, the invention is related to process for the preparation of liraglutide comprising: (i) reacting a liraglutide precursor with a copper agent, e.g., CuSO4•5H2O to form a copper complex of liraglutide precursor, (ii) converting the copper complex of liraglutide precursor obtained in step (i) to N-substituted liraglutide precursor by reacting with an N-acylating agent such as 1-Me palmityl glutamic acid or its reactive derivatives (preparation given); and (iii) hydrolyzing the N-substituted liraglutide precursor obtained in step (ii) to obtain liraglutide. The experimental process involved the reaction of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate(cas: 53838-27-0).Safety of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate
The Article related to acylation liraglutide preparation, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.Safety of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate
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