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CAS 93861-39-3
4-[3(S)-[1(R)-[tert-Butyl(dimethyl)silyloxy]ethyl]-4-oxoazetidin-2(R)-yl]-2-diazo-3-oxobutyric acid 4-nitrobenzyl ester
Codes: Imipenem-005
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 infectionImipenem
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Cilastatin Sodium/Imipenem/Relebactam | Tier C — Watch / trade | - |
| Imipenem | 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-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-[(diphenoxyphosphoryl)oxy]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→2-Mercaptoethylamine hydrochloride→4-Nitrobenzyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→2(R)-Acetoxy-3(R)-[O-TBDMS-1(R)-hydroxyethyl]-4-azetidinone→(4-Nitrophenyl)methyl 2-diazo-3-[(trimethylsilyl)oxy]but-3-enoate→4-[3(S)-[1(R)-[tert-Butyl(dimethyl)silyloxy]ethyl]-4-oxoazetidin-2(R)-yl]-2-diazo-3-oxobutyric acid 4-nitrobenzyl ester→Benzyl imidoformate hydrogen chloride
4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-[(diphenoxyphosphoryl)oxy]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→2-Mercaptoethylamine hydrochloride→4-Nitrobenzyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→2(R)-Acetoxy-3(R)-[O-TBDMS-1(R)-hydroxyethyl]-4-azetidinone→(4-Nitrophenyl)methyl 2-diazo-3-[(trimethylsilyl)oxy]but-3-enoate→4-[3(S)-[1(R)-[tert-Butyl(dimethyl)silyloxy]ethyl]-4-oxoazetidin-2(R)-yl]-2-diazo-3-oxobutyric acid 4-nitrobenzyl ester→Benzyl imidoformate hydrogen chloride
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