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CAS No.: | 76470-66-1 |
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Name: | LF163892 MONOHYDRATE |
Article Data: | 3 |
Molecular Structure: | |
Formula: | C16H16 Cl N3 O4 |
Molecular Weight: | 349.774 |
Synonyms: | 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[(aminophenylacetyl)amino]-3-chloro-8-oxo-, [6R-[6a,7b(R*)]]-; 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[(2R)-aminophenylacetyl]amino]-3-chloro-8-oxo-, (6R,7S)- (9CI); KT3777; LY 163892; Lorabid; Loracarbef; Loribid |
Density: | 1.52g/cm3 |
Melting Point: | >196°C (dec.) |
Boiling Point: | 662.2°C at 760 mmHg |
Flash Point: | 354.3°C |
PSA: | 112.73000 |
LogP: | 1.73990 |
(R)-Phenylglycine methyl ester
(6R*,7S*)-3-chloro-7-amino-8-oxo-1-azabicyclo<4.2.0>oct-2-en-2-carboxylic acid
loracarbef
Conditions | Yield |
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In water at 20℃; for 8.5h; Kluyvera citrophila KY-7844, phosphate buffer (pH 6.75); | 78.2% |
(6R,7S)-3-Chloro-7-[(R)-2-((E)-2-methoxycarbonyl-1-methyl-vinylamino)-2-phenyl-acetylamino]-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester
loracarbef
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
(6R,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester
loracarbef
Conditions | Yield |
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Multi-step reaction with 5 steps 1: 77.5 percent / piperazine / CHCl3 / 3 h 2: 1.) m-chloroperbenzoic acid, 2.) SO2Cl2 / 1.) CHCl3, 0 deg C, 30 min, 2.) CH2Cl2, 0 deg C, 1 h 3: 71.8 percent / trifluoroacetic acid / 1 h / 0 °C 4: hydrazine hydrate, 0.2N NaOH / 5 deg C, 3 h, 35 deg C 5: 78.2 percent / H2O / 8.5 h / 20 °C / Kluyvera citrophila KY-7844, phosphate buffer (pH 6.75) View Scheme |
tert-butyl (6R*,7S*)-3-chloro-7-amino-8-oxo-1-azabicyclo<4.2.0>oct-2-en-2-carboxylate
loracarbef
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 60.9 percent / CF3CO2H / 0.5 h / Ambient temperature 2: 78.2 percent / H2O / 8.5 h / 20 °C / Kluyvera citrophila KY-7844, phosphate buffer (pH 6.75) View Scheme |
loracarbef
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 68.4 percent / H2, 1N HCl / 10percent Pd-C / ethanol / 3 h / Ambient temperature 2: 60.9 percent / CF3CO2H / 0.5 h / Ambient temperature 3: 78.2 percent / H2O / 8.5 h / 20 °C / Kluyvera citrophila KY-7844, phosphate buffer (pH 6.75) View Scheme |
(6R*,7S*)-3-chloro-7-phenylacetamido-8-oxo-1-azabicyclo<4.2.0>oct-2-en-2-carboxylic acid
loracarbef
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 59 percent / H2O / 1.33 h / 40 °C / Kluyvera citrophila KY 7844 enzyme pH 8 2: 78.2 percent / H2O / 8.5 h / 20 °C / Kluyvera citrophila KY-7844, phosphate buffer (pH 6.75) View Scheme |
1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethyl]azetidin-2-one
loracarbef
Conditions | Yield |
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Multi-step reaction with 8 steps 1: 1.) Li/NH3, t-BuOH 2.) aq. NaHCO3 / 1.) THF 2.) CH3CN 2: 77 percent / O3, H2O2 / CH2Cl2; methanol 3: carbonyl diimidazole / tetrahydrofuran 4: 85 percent / p-dodecyl-SO2N3, TEA / acetonitrile 5: 72 percent / Rh2(O2CC7H15)4 / CH2Cl2 6: 72 percent / (PhO)3PCl2, HCl / pyridine; CH2Cl2; ethyl acetate; various solvent(s) 7: 1.) TEA 2.) TEA, i-BuOCOCl / 2.) DMBA / 1.) ETOH, H2O 2.) DMF View Scheme |
p-nitrobenzyl 7β-[(phenoxyacetyl)amino]-3-hydroxy-1-carba-1-dethia-3-cephem-4-carboxylate
loracarbef
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 72 percent / (PhO)3PCl2, HCl / pyridine; CH2Cl2; ethyl acetate; various solvent(s) 2: 1.) TEA 2.) TEA, i-BuOCOCl / 2.) DMBA / 1.) ETOH, H2O 2.) DMF View Scheme |
3-[((R)-carboxy-phenyl-methyl)-amino]-but-2-enoic acid methyl ester
loracarbef
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) TEA 2.) TEA, i-BuOCOCl / 2.) DMBA / 1.) ETOH, H2O 2.) DMF View Scheme |
cis-4-oxo-3-[(phenoxyacetyl)amino]-2-azetidinepropanoic acid
loracarbef
Conditions | Yield |
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Multi-step reaction with 6 steps 1: carbonyl diimidazole / tetrahydrofuran 2: 85 percent / p-dodecyl-SO2N3, TEA / acetonitrile 3: 72 percent / Rh2(O2CC7H15)4 / CH2Cl2 4: 72 percent / (PhO)3PCl2, HCl / pyridine; CH2Cl2; ethyl acetate; various solvent(s) 5: 1.) TEA 2.) TEA, i-BuOCOCl / 2.) DMBA / 1.) ETOH, H2O 2.) DMF View Scheme |