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1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-(((3S,5S)-5-(((3-ca rboxyphenyl)amino)carbonyl)-3-pyrrolidinyl)thio)-6-((1R)-1-hydroxyethy l)-4-methyl-7-oxo-, monosodium salt, (4R,5S,6S)-
- CAS No.: 153773-82-1
- Purity: 99%
Manufacturer supply 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-(((3S,5S)-5-(((3-ca rboxyphenyl)amino)carbonyl)-3-pyrrolidinyl)thio)-6-((1R)-1-hydroxyethy l)-4-methyl-7-oxo-, monosodium salt, (4R,5S,6S)- 153773-82-1 with sufficient stock and high standard
- Molecular Formula: C22H24N3NaO7S
- Molecular Weight: 497.504
- Appearance/Colour: White or off-white powder
- Vapor Pressure: 5.26E-28mmHg at 25°C
- Boiling Point: 813.9 °C at 760 mmHg
- Flash Point: 446 °C
- PSA: 184.40000
- LogP: -0.05430
1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-(((3S,5S)-5-(((3-ca rboxyphenyl)amino)carbonyl)-3-pyrrolidinyl)thio)-6-((1R)-1-hydroxyethy l)-4-methyl-7-oxo-, monosodium salt, (4R,5S,6S)-(Cas 153773-82-1) Usage
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Biochem/physiol Actions |
Ertapenem is a broad spectrum carbopenem antibiotic. Ertapenem is active against both gram-positive and gram-negative bacteria. Ertapenem shows an extended duration of action in vivo due to its reversible binding to serum protein. |
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Definition |
ChEBI: The monosodium salt of ertapenem. It is used for the treatment of moderate to severe susceptible infections including intra-abdominal and acute gynaecological infections, pneumonia, and infections of the skin and of the urinary tract. It is more stable to renal dehydropeptidase I tham imipenem, and so unlike imipenem, its use with cilastatin, which inhibits the enzyme, is not required. |
InChI:InChI=1/C22H25N3O7S.Na/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30;/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32);/q;+1/p-1/t9-,10-,13+,14+,15-,16-;/m1./s1
153773-82-1 Relevant articles
A double protection of the border he south cultivates the crystal and its preparation process
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Paragraph 0067; 0068, (2017/08/25)
The present invention relates to the tec...
PROCESS TO PREPARE ERTAPENEM
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Page/Page column 15, (2013/08/28)
The present invention relates to a novel...
153773-82-1 Process route
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202467-70-7
(4-nitrophenyl)methyl (4R,5S,6S)-3-[[(3S,5S)-5-[[(-carboxyphenyl)amino]carbonyl]-1-[[(4-nitrophenyl)methyoxy]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
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153773-82-1
[4R-[3(3S*,5S*),4α,5β,6β(R*)]]-3-[[-5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monosodium
| Conditions | Yield |
|---|---|
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With
palladium 10% on activated carbon; hydrogen; sodium hydroxide;
In
water; ethyl acetate;
for 2h;
under 150015 - 225023 Torr;
pH=7.1 - Ca. 7.2;
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40.2%
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With
sodium dihydrogenphosphate; palladium 10% on activated carbon; hydrogen;
In
water; ethyl acetate;
at 0 - 10 ℃;
under 5250.53 - 7500.75 Torr;
Reagent/catalyst;
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(4-nitrophenyl)methyl (4R,5S,6S)-3-[[(3S,5S)-5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
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153773-82-1
[4R-[3(3S*,5S*),4α,5β,6β(R*)]]-3-[[-5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monosodium
| Conditions | Yield |
|---|---|
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(4-nitrophenyl)methyl (4R,5S,6S)-3-[[(3S,5S)-5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate;
With
4-methyl-morpholine; 2,6-dimethylpyridine; palladium 10% on activated carbon; hydrogen;
In
water; ethyl acetate;
at 0 - 10 ℃;
under 5250.53 - 7500.75 Torr;
With
sodium hydrogencarbonate;
In
water;
Reagent/catalyst;
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153773-82-1 Upstream products
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202467-70-7
(4-nitrophenyl)methyl (4R,5S,6S)-3-[[(3S,5S)-5-[[(-carboxyphenyl)amino]carbonyl]-1-[[(4-nitrophenyl)methyoxy]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
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93711-81-0
(4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
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(2S-cis)-3-[[(4-mercapto-2-pyrrolidinyl)carbonyl]amino]benzoic acid monohydrochloride