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CAS 354808-44-9
2-([[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-chloro-2-oxoethylidene]amino]oxy)-2-methylpropanoic acid hydrochloride
Codes: Ceftazidime-028
Application context (from source-drug indications)
CystitisAvibactam Sodium/CeftazidimeCholecystitisAvibactam Sodium/CeftazidimePeritonitisAvibactam Sodium/CeftazidimeIntra-abdominal infectionAvibactam Sodium/CeftazidimeLiver abscessAvibactam Sodium/CeftazidimeSepsisAvibactam Sodium/CeftazidimeBacterial infectionCeftazidime/Tazobactam SodiumRespiratory tract infectionCeftazidime/Tazobactam SodiumUrinary tract infectionCeftazidime/Tazobactam SodiumBacterial infectionCeftazidimeGram-positive bacterial infectionCeftazidimeGram-negative bacterial infectionCeftazidimeGynaecological disorderCeftazidimeIntra-abdominal infectionCeftazidimeOsteoarthritisCeftazidime
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Avibactam Sodium/Ceftazidime | Tier C — Watch / trade | - |
| Ceftazidime/Tazobactam Sodium | Tier C — Watch / trade | - |
| Ceftazidime | Tier C — Watch / trade | - |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
2-Methylpropionic acid→2-Bromo-2-methylpropanoic acid→t-Butyl 2-bromo isobutyrate→2(Z)-(2-Aminothiazol-4-yl)-2-(hydroxyimino)acetic acid ethyl ester→tert-Butyl 2-([(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-ethoxy-2-oxoethylidene]amino]oxy)-2-methylpropanoate→(2Z)-(2-Amino-1,3-thiazol-4-yl)[[(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino]acetic acid→2-([[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-chloro-2-oxoethylidene]amino]oxy)-2-methylpropanoic acid hydrochloride→(6R,7R)-7-Amino-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydroiodide
1-[[(6R,7R)-8-Oxo-7-[(trimethylsilyl)amino]-2-[[(trimethylsilyl)oxy]carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridin-1-ium iodide→2-([[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-chloro-2-oxoethylidene]amino]oxy)-2-methylpropanoic acid hydrochloride→1-[[(6R,7R)-7-[[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-8-oxo-2-[[(trimethylsilyl)oxy]carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridin-1-ium iodide
2-Methylpropionic acid→2-Bromo-2-methylpropanoic acid→t-Butyl 2-bromo isobutyrate→2(Z)-(2-Aminothiazol-4-yl)-2-(hydroxyimino)acetic acid ethyl ester→tert-Butyl 2-([(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-ethoxy-2-oxoethylidene]amino]oxy)-2-methylpropanoate→(2Z)-(2-Amino-1,3-thiazol-4-yl)[[(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino]acetic acid→2-([[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-chloro-2-oxoethylidene]amino]oxy)-2-methylpropanoic acid hydrochloride→(6R,7R)-7-Amino-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydroiodide
1-[[(6R,7R)-8-Oxo-7-[(trimethylsilyl)amino]-2-[[(trimethylsilyl)oxy]carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridin-1-ium iodide→2-([[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-chloro-2-oxoethylidene]amino]oxy)-2-methylpropanoic acid hydrochloride→1-[[(6R,7R)-7-[[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-8-oxo-2-[[(trimethylsilyl)oxy]carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridin-1-ium iodide
2-Methylpropionic acid→2-Bromo-2-methylpropanoic acid→t-Butyl 2-bromo isobutyrate→2(Z)-(2-Aminothiazol-4-yl)-2-(hydroxyimino)acetic acid ethyl ester→tert-Butyl 2-([(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-ethoxy-2-oxoethylidene]amino]oxy)-2-methylpropanoate→(2Z)-(2-Amino-1,3-thiazol-4-yl)[[(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino]acetic acid→2-([[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-chloro-2-oxoethylidene]amino]oxy)-2-methylpropanoic acid hydrochloride→(6R,7R)-7-Amino-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydroiodide
1-[[(6R,7R)-8-Oxo-7-[(trimethylsilyl)amino]-2-[[(trimethylsilyl)oxy]carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridin-1-ium iodide→2-([[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-chloro-2-oxoethylidene]amino]oxy)-2-methylpropanoic acid hydrochloride→1-[[(6R,7R)-7-[[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-8-oxo-2-[[(trimethylsilyl)oxy]carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridin-1-ium iodide
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