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CAS 69222-61-3
(3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one
Codes: LUBI-002, SEPETA-001
Application context (from source-drug indications)
ConstipationLubiprostoneOpioid-induced constipationLubiprostoneChronic idiopathic constipationLubiprostoneDrug-related adverse effects and reactionsLubiprostoneNon-alcoholic steatohepatitisLubiprostonePeritoneal cancerLubiprostoneOcular hypertensionSepetaprostGlaucomaSepetaprostOpen-angle glaucomaSepetaprost
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Lubiprostone | 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.
(3aR,4S,5R,6aS)-5-((tetrahydro-2H-pyran-2-yl)oxy)-4-(((trimethylsilyl)oxy)methyl)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4R,5R,6aS)-2-oxo-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-4-carbaldehyde→dimethyl (3,3-difluoro-2-oxoheptyl)phosphonate→(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-oxooct-1-en-1-yl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4R,5R,6aS)-4-(4,4-difluoro-3-oxooctyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4R,5R,6aS)-4-(4,4-difluoro-3-hydroxyoctyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4R,5R,6aS)-4-(4,4-difluoro-3-hydroxyoctyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-ol→(5-carboxypentyl)triphenylphosphonium bromide→(Z)-7-((1R,2R,3R,5S)-2-(4,4-difluoro-3-hydroxyoctyl)-5-hydroxy-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoic acid→benzyl (Z)-7-((1R,2R,3R,5S)-2-(4,4-difluoro-3-hydroxyoctyl)-5-hydroxy-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→benzyl (Z)-7-((1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-5-oxo-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→benzyl (Z)-7-((1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl)hept-5-enoate→7-((1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl)heptanoic acid
(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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