Preparation method of ertapenem sodium salt
A technology of ertapenem sodium salt and solvent, applied in the field of preparation of ertapenem sodium salt, can solve the problems of potential safety hazards and high cost
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Embodiment 1
[0017] The preparation method of the ertapenem sodium salt of an embodiment comprises the following steps:
[0018] (1) Under the condition of -30°C, the penem core MAP with the protective group and the side chain of ertapenem undergo a docking reaction in the solvent tetrahydrofuran and triethylamine to generate an intermediate product; and
[0019] (2) The above intermediate product was deprotected by hydrogenation with palladium-charcoal as a catalyst and sodium bicarbonate as an alkalizing agent to obtain ertapenem sodium salt, namely [4R,5S,6S]-3-[[(3S, 5S)-5-[[(3-carboxyphenyl)amino]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo- 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monosodium salt, the yield was 98%. Its synthetic route is shown in the following formula:
[0020]
Embodiment 2
[0022] The preparation method of the ertapenem sodium salt of an embodiment comprises the following steps:
[0023] (1) Under the condition of -0°C, the penem core MAP with a protective group of formula I and the side chain of ertapenem of formula II were docked in the solvent diisopropylamine and acetonitrile to generate an intermediate product ;and
[0024] (2) The above intermediate product was deprotected by hydrogenation with palladium-charcoal as a catalyst and sodium bicarbonate as an alkalizing agent to obtain ertapenem sodium salt, namely [4R,5S,6S]-3-[[(3S, 5S)-5-[[(3-carboxyphenyl)amino]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo- 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monosodium salt, yield 98.5%.
[0025]
Embodiment 3
[0027] The preparation method of the ertapenem sodium salt of an embodiment comprises the following steps:
[0028] (1) Under the condition of 20°C, the penem mother nucleus MAP with a protective group of formula I and the side chain of ertapenem of formula II were docked in the solvent diisopropylethylamine and dichloromethane, generate intermediate products; and
[0029] (2) The above intermediate product was deprotected by hydrogenation with palladium-charcoal as a catalyst and sodium bicarbonate as an alkalizing agent to obtain ertapenem sodium salt, namely [4R,5S,6S]-3-[[(3S, 5S)-5-[[(3-carboxyphenyl)amino]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo- 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monosodium salt, the yield is 98.8%.
[0030] By using the above preparation method to synthesize ertapenem sodium salt, the yield is greatly improved, and the cost is reduced, and the operation steps are simplified; the required reagents are cheap and environ...
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