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CAS 2524-64-3
Diphenyl chlorophosphatediphenyl phosphorochloridate
Codes: Imipenem-009, ERTA-013
Application context (from source-drug indications)
Bacterial pneumoniaCilastatin Sodium/Imipenem/RelebactamHospital-acquired pneumoniaCilastatin Sodium/Imipenem/RelebactamInfectious diseaseCilastatin Sodium/Imipenem/RelebactamBacteraemiaCilastatin Sodium/Imipenem/RelebactamVentilator-associated pneumoniaCilastatin Sodium/Imipenem/RelebactamHealthcare-associated pneumoniaCilastatin Sodium/Imipenem/RelebactamBacterial infectionImipenemGonorrhoeaImipenemBacillus anthracis infectionImipenemComplicated skin and skin structure infectionErtapenem SodiumIntra-abdominal infectionErtapenem SodiumBacteraemiaErtapenem SodiumUrinary tract infectionErtapenem SodiumCommunity-acquired pneumoniaErtapenem SodiumPyelonephritisErtapenem Sodium
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Cilastatin Sodium/Imipenem/Relebactam | Tier C — Watch / trade | - |
| Imipenem | Tier C — Watch / trade | - |
| Ertapenem Sodium | 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.
(4-Methoxyphenyl)methyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate→(4-Methoxyphenyl)methyl (5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→4-Nitrobenzyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrochloride→(4-Methoxyphenyl)methyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate--hydrogen chloride (1/1)→(4-Methoxyphenyl)methyl methanimidate→(4-Nitrophenyl)methyl methanimidate→(4-Methoxyphenyl)methyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→(5R,6S)-6-[1(R)-Hydroxyethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-nitrobenzyl ester→Diphenyl chlorophosphate→4-Nitrobenzyl (5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→Cysteaminium chloride→Benzyl imidoformate→(5R,6S)-6-[1(R)-Hydroxyethyl]-3-[2-(iminomethylamino)ethylsulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester
(4-Methoxyphenyl)methyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate→(4-Methoxyphenyl)methyl (5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→4-Nitrobenzyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrochloride→(4-Methoxyphenyl)methyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate--hydrogen chloride (1/1)→(4-Methoxyphenyl)methyl methanimidate→(4-Nitrophenyl)methyl methanimidate→(4-Methoxyphenyl)methyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→(5R,6S)-6-[1(R)-Hydroxyethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-nitrobenzyl ester→Diphenyl chlorophosphate→4-Nitrobenzyl (5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→Cysteaminium chloride→Benzyl imidoformate→(5R,6S)-6-[1(R)-Hydroxyethyl]-3-[2-(iminomethylamino)ethylsulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester
3-nitrobenzoic acid→3-bromoprop-1-ene→allyl 3-nitrobenzoate→allyl 3-aminobenzoate→(2S,4S)-4-(acetylthio)-1-((allyloxy)carbonyl)pyrrolidine-2-carboxylic acid→allyl (2S,4S)-4-(acetylthio)-2-((3-((allyloxy)carbonyl)phenyl)carbamoyl)pyrrolidine-1-carboxylate→allyl (2S,4S)-2-((3-((allyloxy)carbonyl)phenyl)carbamoyl)-4-mercaptopyrrolidine-1-carboxylate→allyl (4R,5R,6S)-3-((diphenoxyphosphoryl)oxy)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→allyl (4R,5S,6S)-3-(((3S,5S)-1-((allyloxy)carbonyl)-5-((3-((allyloxy)carbonyl)phenyl)carbamoyl)pyrrolidin-3-yl)thio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→2,2-dimethyl-1,3-dioxane-4,6-dione→allyl (R)-2-diazo-4-((2R,3S)-3-((R)-1-hydroxyethyl)-4-oxoazetidin-2-yl)-3-oxopentanoate→allyl (4R,5R,6S)-6-((R)-1-hydroxyethyl)-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate→diphenyl phosphorochloridate
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