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Synthesis of imidazol-1-yl-acetic acid hydrochloride: A key intermediate for zoledronic acid

A convenient and practical synthesis of imidazol-1-yl-acetic acid hydrochloride was achieved via N-alkylation of imidazole using tert-butyl chloroacetate followed by a non-aqueous ester cleavage of the resulting imidazol-1-yl-acetic acid tert-butyl ester in the presence of titanium tetrachloride. Th...

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Detalles Bibliográficos
Autores principales: Singh, Santosh Kumar, Manne, Narendra, Ray, Purna Chandra, Pal, Manojit
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2605618/
https://www.ncbi.nlm.nih.gov/pubmed/19104672
http://dx.doi.org/10.3762/bjoc.4.42
Descripción
Sumario:A convenient and practical synthesis of imidazol-1-yl-acetic acid hydrochloride was achieved via N-alkylation of imidazole using tert-butyl chloroacetate followed by a non-aqueous ester cleavage of the resulting imidazol-1-yl-acetic acid tert-butyl ester in the presence of titanium tetrachloride. The synthesized imidazol-1-yl-acetic acid hydrochloride was then utilized to prepare zoledronic acid.