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CAS 65-71-4
5-methylpyrimidine-2,4(1H,3H)-dione
Codes: CLEVU-019, CENSA-016
Application context (from source-drug indications)
Hepatitis BClevudineCOVID-19Clevudine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 |
|---|---|---|
| Clevudine | Tier C — Watch / trade | - |
| 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.
(2S,3S,4R,5S)-5-((benzoyloxy)methyl)-3-hydroxytetrahydrofuran-2,4-diyl dibenzoate→(2S,3S,4S,5S)-3-(((1H-imidazol-1-yl)sulfonyl)oxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2,4-diyl dibenzoate→(2S,3R,4S,5S)-5-((benzoyloxy)methyl)-3-fluorotetrahydrofuran-2,4-diyl dibenzoate→((2S,3S,4R,5S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate→((2S,3S,4R,5S)-3-(benzoyloxy)-4-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl benzoate→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
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