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CAS:147059-72-1 TROVAFLOXACIN

NAME:TROVAFLOXACIN CAS:147059-72-1 MF:C20H15F3N4O3 MW:416.36 PURITY:98%

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Material Chemistry

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Product introduction

NAME	TROVAFLOXACIN
CAS	147059-72-1
MF	C20H15F3N4O3
MW	416.36
DENSITY	1.612±0.06 g/cm3
MP	>195°C
BP	630.5±55.0 °C
STORAGE	-20°C Freezer, Under inert atmosphere

Description
Synthesis Analysis
The key reaction in building the ring of Trovafloxacin consists of 1,3-Dipolar cycloaddition of ethyl diazoacetate to N-Cbz-3-pyrroline to afford the pyrrazolidine . Pyrolysis results in loss of nitrogen and formation of the cyclopropylpyrrolidine ring . The ester is then saponified to the corresponding carboxylic acid . The acid undergoes a version of the Curtius rearrangement when treated with diphenylphosphoryl azide (DPPA) to afford the transient isocyanate . The reactive function adds t-BuOH from the reaction medium to afford the product as its tert-Butyloxycarbonyl protecting group derivative . Catalytic hydrogenation then removes the carbobenzyloxy protecting group to afford the secondary amine . In a standard quinoline reaction, this amine is then used to displace the more reactive fluorine at the 7-position in Ethyl 1-(2,4-difluorophenyl)-6,7-difluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate .

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