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CAS 69340-58-5
2,2,4a,7,7-pentamethyl-1,2,3,4,4a,5,6,7-octahydro-1,8-naphthyridine
Codes: SANFC-014
Application context (from source-drug indications)
Mycobacterium tuberculosis infectionSanfetrinem cilexetilPulmonary tuberculosisSanfetrinem cilexetilBacterial infectionSanfetrinem cilexetil
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Sanfetrinem cilexetil | 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-methoxycyclohexan-1-one→diallyl malonate→allyl 3-methoxy-2-oxocyclohexane-1-carboxylate→(2R,3R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl acetate→allyl 1-((2S,3S)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)-3-methoxy-2-oxocyclohexane-1-carboxylate→allyl 1-((2S,3S)-1-(tert-butyldimethylsilyl)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)-3-methoxy-2-oxocyclohexane-1-carboxylate→(3S,4R)-1-(tert-butyldimethylsilyl)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-((1R)-3-methoxy-2-oxocyclohexyl)azetidin-2-one→(3S,4R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-((1R)-3-methoxy-2-oxocyclohexyl)azetidin-2-one→(3S,4R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-((1R,3S)-3-methoxy-2-oxocyclohexyl)azetidin-2-one→benzyl 2-chloro-2-oxoacetate→benzyl 2-((2R,3S)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-2-((1R,3S)-3-methoxy-2-oxocyclohexyl)-4-oxoazetidin-1-yl)-2-oxoacetate→benzyl (1S,5S,8aS,8bR)-1-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-5-methoxy-2-oxo-1,2,5,6,7,8,8a,8b-octahydroazeto[2,1-a]isoindole-4-carboxylate→benzyl (1S,5S,8aS,8bR)-1-((R)-1-hydroxyethyl)-5-methoxy-2-oxo-1,2,5,6,7,8,8a,8b-octahydroazeto[2,1-a]isoindole-4-carboxylate→2,2,4a,7,7-pentamethyl-1,2,3,4,4a,5,6,7-octahydro-1,8-naphthyridine→SANFC-015→potassium (1S,5S,8aS,8bR)-1-((R)-1-hydroxyethyl)-5-methoxy-2-oxo-1,2,5,6,7,8,8a,8b-octahydroazeto[2,1-a]isoindole-4-carboxylate→1-chloroethyl cyclohexyl carbonate
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