Levofloxacin carboxylic acid synthesis
- Product Name:Levofloxacin carboxylic acid
- CAS Number:100986-89-8
- Molecular formula:C13H9F2NO4
- Molecular Weight:281.21
106939-34-8
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100986-89-8
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Yield:100986-89-8 91%
Reaction Conditions:
with hydrogenchloride;acetic acid
Steps:
7 (S)-(-)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid
Example 7 (S)-(-)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid A mixture of 3.2 g of ethyl (S)-(-)-9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylate, 32 ml of acetic acid and 8 ml of conc. hydrochloric acid was heated at reflux temperature for 3 hours. After cooling to 5°C the precipitated crystals were collected by filtration and washed successively with water, ethanol and diethyl ether. After drying 2.64 g of title product were obtained. Yield: 91%. M.p. >300°C. [α] [22/D ] = -64.9° (c=1.0, DMSO). 1H NMR (CF3COOD, ppm) delta = 1.46 (d, 3H), 4.38 (ABq, 2H), 4.85 (m, 1H), 7.75 (dd, 1H), 9.04 (s, 1H).
References:
GIST-BROCADES N.V. EP368410, 1990, A3
110548-03-3
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94695-48-4
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100986-89-8
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94695-50-8
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100986-89-8
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103995-33-1
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100986-89-8
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