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CAS 169280-56-2
4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide
Codes：DARU-010
Application context (from source-drug indications)
HIV感染乙醇达芦那韦/利托那韦HIV感染乙醇达芦那韦/考比司他
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| 乙醇达芦那韦/利托那韦Darunavir Ethanolate/Ritonavir | Tier C — Watch / trade | - |
| 乙醇达芦那韦/考比司他Darunavir Ethanolate/Cobicistat | 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
(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(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-(benzyloxy)acetaldehyde→vinylmagnesium bromide→1-(benzyloxy)but-3-en-2-ol→prop-1-en-2-yl acetate→(S)-1-(benzyloxy)but-3-en-2-ol→acryloyl chloride→(S)-1-(benzyloxy)but-3-en-2-yl acrylate→(S)-5-((benzyloxy)methyl)furan-2(5H)-one→1,3-dioxolane→(4S,5S)-5-((benzyloxy)methyl)-4-(1,3-dioxolan-2-yl)dihydrofuran-2(3H)-one→(4S,5S)-4-(1,3-dioxolan-2-yl)-5-(hydroxymethyl)dihydrofuran-2(3H)-one→(3S,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
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
(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(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-(benzyloxy)acetaldehyde→vinylmagnesium bromide→1-(benzyloxy)but-3-en-2-ol→prop-1-en-2-yl acetate→(S)-1-(benzyloxy)but-3-en-2-ol→acryloyl chloride→(S)-1-(benzyloxy)but-3-en-2-yl acrylate→(S)-5-((benzyloxy)methyl)furan-2(5H)-one→1,3-dioxolane→(4S,5S)-5-((benzyloxy)methyl)-4-(1,3-dioxolan-2-yl)dihydrofuran-2(3H)-one→(4S,5S)-4-(1,3-dioxolan-2-yl)-5-(hydroxymethyl)dihydrofuran-2(3H)-one→(3S,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
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