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CAS 65025-95-8
(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one
Codes: TAFL-023, SEPETA-002
Application context (from source-drug indications)
Ocular hypertensionTafluprostOpen-angle glaucomaTafluprostGlaucomaTafluprostOcular hypertensionSepetaprostGlaucomaSepetaprostOpen-angle glaucomaSepetaprost
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Tafluprost | Tier C — Watch / trade | - |
| Sepetaprost | 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.
(4-carboxybutyl)triphenylphosphonium bromide→tert-butyl 5-formylpyrazine-2-carboxylate→(3aR,4S,5R,6aS)-4-(hydroxymethyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-ol→(Z)-7-((1R,2S,3R,5S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-hydroxy-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoic acid→isopropyl (Z)-7-((1R,2S,3R,5S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-hydroxy-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→isopropyl (Z)-7-((1R,2S,3R,5S)-5-acetoxy-2-(((tert-butyldimethylsilyl)oxy)methyl)-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→isopropyl (Z)-7-((1R,2S,3R,5S)-5-acetoxy-2-(hydroxymethyl)-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→isopropyl (Z)-7-((1R,2R,3R,5S)-5-acetoxy-2-formyl-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→dimethyl (2-oxo-3-phenoxypropyl)phosphonate→isopropyl (Z)-7-((1R,2R,3R,5S)-5-acetoxy-2-((E)-3-oxo-4-phenoxybut-1-en-1-yl)-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→isopropyl (Z)-7-((1R,2R,3R,5S)-5-acetoxy-3-hydroxy-2-((E)-3-oxo-4-phenoxybut-1-en-1-yl)cyclopentyl)hept-5-enoate→(1R,3S,4R,5R)-4-((Z)-7-isopropoxy-7-oxohept-2-en-1-yl)-5-((E)-3-oxo-4-phenoxybut-1-en-1-yl)cyclopentane-1,3-diyl diacetate→(1S,3R,4R,5R)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)-5-((Z)-7-isopropoxy-7-oxohept-2-en-1-yl)cyclopentane-1,3-diyl diacetate
(3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-ol→(1S,2R,3S,4R)-2-allyl-3-(((tert-butyldimethylsilyl)oxy)methyl)-4-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentan-1-ol→(E)-1,3-dibromoprop-1-ene→(((1S,2R,3S,5R)-2-allyl-3-(((Z)-3-bromoallyl)oxy)-5-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)methoxy)(tert-butyl)dimethylsilane→(4-ethoxy-4-oxobutyl)zinc(II) bromide→ethyl 6-(((1S,2R,3S,4R)-2-allyl-3-(((tert-butyldimethylsilyl)oxy)methyl)-4-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)oxy)hexanoate→ethyl 4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl)butanoic acid→isopropyl 4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-hydroxyoctahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6S,7R,8aS)-6-(((tert-butyldimethylsilyl)oxy)methyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6S,7R,8aS)-6-(hydroxymethyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→isopropyl 4-((3S,5aR,6R,7R,8aS)-6-formyl-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→dimethyl (3-(2,5-difluorophenoxy)-2-oxopropyl)phosphonate→isopropyl 4-((3S,5aR,6R,7R,8aS)-6-((E)-4-(2,5-difluorophenoxy)-3-oxobut-1-en-1-yl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate→(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole→isopropyl 4-((3S,5aR,6R,7R,8aS)-6-((R,E)-4-(2,5-difluorophenoxy)-3-hydroxybut-1-en-1-yl)-7-((tetrahydro-2H-pyran-2-yl)oxy)octahydro-2H-cyclopenta[b]oxepin-3-yl)butanoate
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