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CAS 634907-30-5
1-((2R,5R)-5-ethynyl-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
Codes: Censavudine
Application context (from source-drug indications)
进行性核上性麻痹CensavudineFrontotemporal dementiaCensavudineAmyotrophic lateral sclerosisCensavudineAicardi综合征CensavudineHIV infectionCensavudine
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Censavudine | 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.
1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione→1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2-methyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-5-methylpyrimidine-2,4(1H,3H)-dione→[1,1'-biphenyl]-4-carbonyl chloride→((3aR,4R,6R,6aR)-2-methyl-6-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl [1,1'-biphenyl]-4-carboxylate→((2R,3R,4R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-(vinyloxy)tetrahydrofuran-2-yl)methyl [1,1'-biphenyl]-4-carboxylate→((2R,3S,4S,5R)-3-iodo-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-(vinyloxy)tetrahydrofuran-2-yl)methyl [1,1'-biphenyl]-4-carboxylate→((4R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-(vinyloxy)-4,5-dihydrofuran-2-yl)methyl [1,1'-biphenyl]-4-carboxylate→((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-(2-oxoethyl)-2,5-dihydrofuran-2-yl)methyl [1,1'-biphenyl]-4-carboxylate→((2R,5R)-2-ethynyl-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl [1,1'-biphenyl]-4-carboxylate→1-((2R,5R)-5-ethynyl-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
furan-2-ylmethanol→5-oxo-5,6-dihydro-2H-pyran-2-yl acetate→(S)-5-oxo-5,6-dihydro-2H-pyran-2-yl acetate→(2S,5S)-5-hydroxy-5-((trimethylsilyl)ethynyl)-5,6-dihydro-2H-pyran-2-yl acetate→(5R)-5-(hydroxymethyl)-5-((trimethylsilyl)ethynyl)-2,5-dihydrofuran-2-ol→((2R)-5-acetoxy-2-((trimethylsilyl)ethynyl)-2,5-dihydrofuran-2-yl)methyl acetate→5-methylpyrimidine-2,4(1H,3H)-dione→((2R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-((trimethylsilyl)ethynyl)-2,5-dihydrofuran-2-yl)methyl acetate→1-((5R)-5-ethynyl-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione→1-((2R,5R)-5-ethynyl-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
5-methylpyrimidine-2,4(1H,3H)-dione→isopropyl acetate→acrylaldehyde→isopropyl 3-hydroxypent-4-enoate→isopropyl 3-(methoxymethoxy)pent-4-enoate→isopropyl 4,5-dihydroxy-3-(methoxymethoxy)pentanoate→isopropyl 5-((tert-butyldimethylsilyl)oxy)-4-hydroxy-3-(methoxymethoxy)pentanoate→isopropyl 5-((tert-butyldimethylsilyl)oxy)-3-(methoxymethoxy)-4-oxopentanoate→ethynylmagnesium bromide→isopropyl (3S,4R)-4-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxy-3-(methoxymethoxy)hex-5-ynoate→(4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-5-ethynyl-4-(methoxymethoxy)tetrahydrofuran-2-ol→(4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-5-ethynyl-4-(methoxymethoxy)tetrahydrofuran-2-yl acetate→1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-5-ethynyl-4-(methoxymethoxy)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione→1-((2R,4S,5R)-5-ethynyl-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione→1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-5-ethynyl-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione→(2R,3S,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2-ethynyl-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl methanesulfonate→1-((2R,5R)-5-ethynyl-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
6-hydroxy-2H-pyran-3(6H)-one→(S)-5-oxo-5,6-dihydro-2H-pyran-2-yl benzoate→4-methylbenzenethiol→(2S,3R)-5-oxo-3-(p-tolylthio)tetrahydro-2H-pyran-2-yl benzoate→((trimethylsilyl)ethynyl)lithium→(2S,3R,5R)-5-hydroxy-3-(p-tolylthio)-5-((trimethylsilyl)ethynyl)tetrahydro-2H-pyran-2-yl benzoate→(3R,5R)-5-(hydroxymethyl)-3-(p-tolylthio)-5-((trimethylsilyl)ethynyl)tetrahydrofuran-2-ol→((2R,4R,5R)-5-(benzoyloxy)-4-(p-tolylthio)-2-((trimethylsilyl)ethynyl)tetrahydrofuran-2-yl)methyl benzoate→((2R,4R,5R)-5-(benzoyloxy)-2-ethynyl-4-(p-tolylthio)tetrahydrofuran-2-yl)methyl benzoate→5-methyl-2,4-bis((trimethylsilyl)oxy)pyrimidine→((2R,4R,5R)-2-ethynyl-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-(p-tolylthio)tetrahydrofuran-2-yl)methyl benzoate→((2R,5R)-2-ethynyl-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl benzoate→1-((2R,5R)-5-ethynyl-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
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