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CAS 78-81-9
2-methylpropan-1-amine
Codes: DARU-016, IMIQ-004
Application context (from source-drug indications)
HIV infectionDarunavir Ethanolate/RitonavirHIV infectionDarunavir Ethanolate/CobicistatHIV infectionDarunavir EthanolateActinic keratosisImiquimod尖锐湿疣Imiquimod角化病ImiquimodBasal cell carcinomaImiquimod巨大尖锐湿疣Imiquimod人乳头瘤病毒感染Imiquimod
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Darunavir Ethanolate/Ritonavir | Tier C — Watch / trade | - |
| Darunavir Ethanolate/Cobicistat | Tier C — Watch / trade | - |
| Darunavir Ethanolate | Tier B — Position early | - |
| Imiquimod | 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.
2,3-dihydrofuran→prop-2-yn-1-ol→(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(3aS,6aR)-3-methylenehexahydrofuro[2,3-b]furan→(3aR,6aR)-tetrahydrofuro[2,3-b]furan-3(2H)-one→(3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→bis(2,5-dioxopyrrolidin-1-yl) carbonate→2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-vinyloxirane→(E)-4-phenylbut-2-en-1-ol→((2R,3R)-3-benzyloxiran-2-yl)methanol→(2S,3S)-3-azido-4-phenylbutane-1,2-diol→(S)-2-((S)-1-azido-2-phenylethyl)oxirane→2-methylpropan-1-amine→(2R,3S)-3-azido-1-(isobutylamino)-4-phenylbutan-2-ol→4-nitrobenzenesulfonyl chloride
2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-methylpropan-1-amine→4-nitrobenzenesulfonyl chloride→tert-butyl ((S)-1-((S)-oxiran-2-yl)-2-phenylethyl)carbamate→tert-butyl ((2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-yl)carbamate→tert-butyl ((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)carbamate→tert-butyl ((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→2-methylpropan-1-amine→butane-1,4-diol→(9H-fluoren-9-yl)methyl (4-hydroxybutyl) carbonate→(9H-fluoren-9-yl)methyl (4-oxobutyl) carbonate→(9H-fluoren-9-yl)methyl (2-oxoethyl) carbonate→(2S,3S)-3-amino-1-chloro-4-phenylbutan-2-ol hydrochloride→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-yl)carbamate→4-aminobenzenesulfonyl chloride
2,3-dihydrofuran→prop-2-yn-1-ol→(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(3aS,6aR)-3-methylenehexahydrofuro[2,3-b]furan→(3aR,6aR)-tetrahydrofuro[2,3-b]furan-3(2H)-one→(3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→bis(2,5-dioxopyrrolidin-1-yl) carbonate→2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-vinyloxirane→(E)-4-phenylbut-2-en-1-ol→((2R,3R)-3-benzyloxiran-2-yl)methanol→(2S,3S)-3-azido-4-phenylbutane-1,2-diol→(S)-2-((S)-1-azido-2-phenylethyl)oxirane→2-methylpropan-1-amine→(2R,3S)-3-azido-1-(isobutylamino)-4-phenylbutan-2-ol→4-nitrobenzenesulfonyl chloride
2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-methylpropan-1-amine→4-nitrobenzenesulfonyl chloride→tert-butyl ((S)-1-((S)-oxiran-2-yl)-2-phenylethyl)carbamate→tert-butyl ((2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-yl)carbamate→tert-butyl ((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)carbamate→tert-butyl ((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→2-methylpropan-1-amine→butane-1,4-diol→(9H-fluoren-9-yl)methyl (4-hydroxybutyl) carbonate→(9H-fluoren-9-yl)methyl (4-oxobutyl) carbonate→(9H-fluoren-9-yl)methyl (2-oxoethyl) carbonate→(2S,3S)-3-amino-1-chloro-4-phenylbutan-2-ol hydrochloride→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-yl)carbamate→4-aminobenzenesulfonyl chloride
2,3-dihydrofuran→prop-2-yn-1-ol→(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(3aS,6aR)-3-methylenehexahydrofuro[2,3-b]furan→(3aR,6aR)-tetrahydrofuro[2,3-b]furan-3(2H)-one→(3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→bis(2,5-dioxopyrrolidin-1-yl) carbonate→2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-vinyloxirane→(E)-4-phenylbut-2-en-1-ol→((2R,3R)-3-benzyloxiran-2-yl)methanol→(2S,3S)-3-azido-4-phenylbutane-1,2-diol→(S)-2-((S)-1-azido-2-phenylethyl)oxirane→2-methylpropan-1-amine→(2R,3S)-3-azido-1-(isobutylamino)-4-phenylbutan-2-ol→4-nitrobenzenesulfonyl chloride
2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-methylpropan-1-amine→4-nitrobenzenesulfonyl chloride→tert-butyl ((S)-1-((S)-oxiran-2-yl)-2-phenylethyl)carbamate→tert-butyl ((2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-yl)carbamate→tert-butyl ((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)carbamate→tert-butyl ((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→2-methylpropan-1-amine→butane-1,4-diol→(9H-fluoren-9-yl)methyl (4-hydroxybutyl) carbonate→(9H-fluoren-9-yl)methyl (4-oxobutyl) carbonate→(9H-fluoren-9-yl)methyl (2-oxoethyl) carbonate→(2S,3S)-3-amino-1-chloro-4-phenylbutan-2-ol hydrochloride→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-yl)carbamate→4-aminobenzenesulfonyl chloride
quinolin-4-ol→3-nitroquinolin-4-ol→4-chloro-3-nitroquinoline→2-methylpropan-1-amine→N-isobutyl-3-nitroquinolin-4-amine→N4-isobutylquinoline-3,4-diamine→1-isobutyl-1H-imidazo[4,5-c]quinoline→1-isobutyl-1H-imidazo[4,5-c]quinoline 5-oxide→benzoyl isocyanate→N-(1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)benzamide
2-methylpropan-1-amine→4-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline→ethyl 4-(piperazin-1-yl)benzoate→ethyl 2-isocyanoacetate→(Z)-ethyl 3-(2-bromophenyl)-2-formamidoacrylate→(E)-ethyl 3-bromo-3-(2-bromophenyl)-2-formamidoacrylate→(E)-ethyl 3-bromo-3-(2-bromophenyl)-2-isocyanoacrylate→ethyl 5-(2-bromophenyl)-1-isobutyl-1H-imidazole-4-carboxylate→5-(2-bromophenyl)-1-isobutyl-1H-imidazole-4-carboxylic acid→5-(2-bromophenyl)-1-isobutyl-1H-imidazole-4-carboxamide→1-isobutyl-1H-imidazo[4,5-c]quinolin-4(5H)-one
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