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CAS 73443-60-4
(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Codes: Ceftazidime-013
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.
ethyl 3-oxobutanoate→Ethyl nitrite→Non-denatured ethanol→ethyl (E)-2-(hydroxyimino)-3-oxobutanoate→thiourea→ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate→Ethyl (2Z)-(hydroxyimino)[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetate→tert-Butyl 2-bromo-2-methylpropionate→tert-Butyl 2-[[(Z)-(2-ethoxy-2-oxo-1-[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]ethylidene)amino]oxy]-2-methylpropanoate→(2Z)-[[(1-tert-Butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino][2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetic acid→(6R,7R)-3-(Acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-[[(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino]-2-[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→pyridine
ethyl 3-oxobutanoate→Ethyl nitrite→Non-denatured ethanol→ethyl (E)-2-(hydroxyimino)-3-oxobutanoate→thiourea→ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate→Ethyl (2Z)-(hydroxyimino)[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetate→tert-Butyl 2-bromo-2-methylpropionate→tert-Butyl 2-[[(Z)-(2-ethoxy-2-oxo-1-[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]ethylidene)amino]oxy]-2-methylpropanoate→(2Z)-[[(1-tert-Butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino][2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetic acid→(6R,7R)-3-(Acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-[[(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino]-2-[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→pyridine
ethyl 3-oxobutanoate→Ethyl nitrite→Non-denatured ethanol→ethyl (E)-2-(hydroxyimino)-3-oxobutanoate→thiourea→ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate→Ethyl (2Z)-(hydroxyimino)[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetate→tert-Butyl 2-bromo-2-methylpropionate→tert-Butyl 2-[[(Z)-(2-ethoxy-2-oxo-1-[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]ethylidene)amino]oxy]-2-methylpropanoate→(2Z)-[[(1-tert-Butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino][2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetic acid→(6R,7R)-3-(Acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-[[(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino]-2-[2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→pyridine
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