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CAS 148999-69-3

(6-methoxy-6-oxohexyl)triphenylphosphonium bromide

Codes:LUBI-024

Application context (from source-drug indications)

便秘芦比前列酮阿片类药物引起的便秘芦比前列酮慢性特发性便秘芦比前列酮药物相关的副作用和不良反应芦比前列酮非酒精性脂肪性肝炎芦比前列酮腹膜癌芦比前列酮

Source drugs (routes using this intermediate)

DrugTierExpiry
芦比前列酮LubiprostoneTier 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.

芦比前列酮优化路线steps: 11total yield: /
dimethyl (3,3-difluoro-2-oxoheptyl)phosphonate→(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→(3aR,4S,5R,6aS)-2-oxo-4-(((trimethylsilyl)oxy)methyl)hexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4S,5R,6aS)-4-(hydroxymethyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4R,5R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-oxooct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4R,5R,6aS)-4-(4,4-difluoro-3-oxooctyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4R,5R,6aS)-4-(4,4-difluoro-3-hydroxyoctyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4R,5R,6aS)-4-(3-((tert-butyldimethylsilyl)oxy)-4,4-difluorooctyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate→(3aR,4R,5R,6aS)-4-(3-((tert-butyldimethylsilyl)oxy)-4,4-difluorooctyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one→(3aR,4R,5R,6aS)-4-(3-((tert-butyldimethylsilyl)oxy)-4,4-difluorooctyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-ol→(6-methoxy-6-oxohexyl)triphenylphosphonium bromide→methyl (Z)-7-((1R,2R,3R,5S)-2-(3-((tert-butyldimethylsilyl)oxy)-4,4-difluorooctyl)-5-hydroxy-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate→methyl (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

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