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CAS No.: | 58909-56-1 |
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Name: | (6R-trans)-7-amino-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C12H13 N5 O5 S2 |
Molecular Weight: | 371.398 |
Synonyms: | 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-amino-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-,(6R-trans)-;7-Amino-3-[[(2,5-dihydro-6-hydroxy-2-methyl-5-oxo-1,2,4-triazin-3-yl)thio]methyl]cephalosporanicacid |
Density: | 2.03g/cm3 |
Boiling Point: | 718℃[at 101 325 Pa] |
Solubility: | 200mg/L at 20℃ |
PSA: | 202.24000 |
LogP: | -0.80770 |
2-methyl-3-mercapto-5-oxo-6-hydroxy-2,5-dihydro-1,2,4-triazine
7-Aminocephalosporanic acid
7-aminoceftrizine
Conditions | Yield |
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With boron trifluoride dimethyl carbonate complex; methanesulfonic acid at 10 - 12℃; for 0.383333h; Reagent/catalyst; | 95.1% |
With boron trifluoride dimethyl carbonate complex; edetate disodium at 30℃; for 0.833333h; Time; | 90% |
With boron trifluoride In acetonitrile at 10 - 30℃; for 0.5h; | 85.71% |
7-Aminocephalosporanic acid
7-aminoceftrizine
Conditions | Yield |
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With ethylenediaminetetraacetic acid; acetonitrile boron trifluoride complex at 30℃; for 0.333333h; | 88% |
7-aminoceftrizine
Conditions | Yield |
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With sodium hydroxide; glutaryl-7-aminocephalosporanic acid acylase In water at 25℃; pH=8.0; Enzyme kinetics; Enzymatic reaction; |
Conditions | Yield |
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With ethylenediaminetetraacetic acid; sulphurous acid; sodium hydrogensulfite; triethylamine In ethanol; dichloromethane at 0 - 5℃; for 4h; | 95.7% |
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
7-aminoceftrizine
ceftriaxone disodium
Conditions | Yield |
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Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-aminoceftrizine With triethylamine In methanol at -2 - 3℃; Stage #2: With sodium 2-ethylhexanoic acid In water; isopropyl alcohol at 26 - 30℃; for 2h; Product distribution / selectivity; | 95.5% |
With sodium metabisulfite; edetate disodium; triethylamine In ethanol; water at 1 - 3℃; for 3h; Time; | 91% |
7-aminoceftrizine
ceftriaxone disodium
Conditions | Yield |
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Stage #1: 7-aminoceftrizine With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 20℃; for 2h; Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In dichloromethane at 20℃; for 4h; Stage #3: With sodium hydroxide In dichloromethane; water at 15 - 20℃; pH=7.5 - 7.8; | 94.6% |
Stage #1: 7-aminoceftrizine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 20℃; for 2h; Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In dichloromethane at 20℃; for 18h; | |
Stage #1: 7-aminoceftrizine With N,O-bis-(trimethylsilyl)-acetamide In DMF (N,N-dimethyl-formamide) at 20℃; for 2h; Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In DMF (N,N-dimethyl-formamide) at 20℃; for 4h; Stage #3: With sodium hydroxide In DMF (N,N-dimethyl-formamide); water at 15 - 20℃; pH=7.5 - 7.8; | |
Stage #1: 7-aminoceftrizine With N,N'-bis(trimethylsilyl)urea In dichloromethane at 20℃; for 2h; Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In dichloromethane at 20℃; for 10h; Stage #3: With sodium hydroxide In dichloromethane; water at 15 - 20℃; pH=7.5 - 7.8; |
Conditions | Yield |
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With ethylenediaminetetraacetic acid; sulphurous acid; sodium hydrogensulfite; triethylamine In ethanol; dichloromethane at 0 - 5℃; for 4h; | 93.4% |
Conditions | Yield |
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With ethylenediaminetetraacetic acid; sulphurous acid; sodium hydrogensulfite; triethylamine In ethanol; dichloromethane at 0 - 5℃; for 4h; | 93.3% |
7-aminoceftrizine
ceftriaxone
Conditions | Yield |
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With ethylenediaminetetraacetic acid; sulphurous acid; sodium hydrogensulfite; triethylamine In ethanol; dichloromethane at 0 - 5℃; for 4h; | 92.8% |
4-(diethylphosphoryl)-2-(2-amino-4-thiazolyl)-2-syn-(2-methoxyimino)acetate
7-aminoceftrizine
ceftriaxone
Conditions | Yield |
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With ethylenediaminetetraacetic acid; sulphurous acid; sodium hydrogensulfite; triethylamine In ethanol; dichloromethane at 0 - 5℃; for 4h; | 91.7% |