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J Org Chem ; 84(6): 3370-3376, 2019 03 15.
Article in English | MEDLINE | ID: mdl-30786209

ABSTRACT

Ciprofloxacin is a broad-spectrum antibiotic that is recognized as one of the World Health Organization's Essential Medicines. It is particularly effective in the treatment of Gram-negative bacterial infections associated with urinary, respiratory, and gastrointestinal tract infections. A streamlined and high yielding continuous synthesis of ciprofloxacin has been developed, which employs a chemoselective C-acylation step that precludes the need for intermediate isolations, extractions, or purifications. The end-to-end process has a residence time of 4.7 min with a 15.8 g/h throughput at laboratory scale and an overall isolated yield of 83%.


Subject(s)
Amides/chemistry , Ciprofloxacin/chemical synthesis , Cyclopropanes/chemistry , Vinyl Compounds/chemistry , Ciprofloxacin/chemistry , Molecular Structure , Stereoisomerism
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