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CAS 7288-28-0
5-methyl-2,4-bis((trimethylsilyl)oxy)pyrimidine
Codes: CLEVU-008, CLEVU-018, CENSA-043
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.
(3S,4R,5S)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol→(2S,3S,4S)-2-((benzoyloxy)methyl)-5-methoxytetrahydrofuran-3,4-diyl dibenzoate→(2R,3S,4S,5S)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate→(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→5-methyl-2,4-bis((trimethylsilyl)oxy)pyrimidine→((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
((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→(3R,4S,5S)-tetrahydro-2H-pyran-2,3,4,5-tetraol→(3R,4S,5S)-tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate→(2R,3R,4S,5S)-2-bromotetrahydro-2H-pyran-3,4,5-triyl triacetate→(3S,4R)-3,4-dihydro-2H-pyran-3,4-diyl diacetate→(3S,4S,5R)-5-fluoro-6-hydroxytetrahydro-2H-pyran-3,4-diyl diacetate→(3R,4S,5S)-3-fluorotetrahydro-2H-pyran-2,4,5-triol→(2S,3S,4R)-4-fluoro-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3-ol→((2S,3S,4R,5R)-3-(benzoyloxy)-4-fluoro-5-methoxytetrahydrofuran-2-yl)methyl benzoate→5-methyl-2,4-bis((trimethylsilyl)oxy)pyrimidine
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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