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

ABSTRACT: 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.

SUBMITTER: Singh SK 

PROVIDER: S-EPMC2605618 | biostudies-literature | 2008

REPOSITORIES: biostudies-literature

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

Singh Santosh Kumar SK   Manne Narendra N   Ray Purna Chandra PC   Pal Manojit M  

Beilstein journal of organic chemistry 20081117

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. ...[more]

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