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CAS 1199228-78-8

(2R)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine hydrogen chloride

Codes: Formoterol Fumarate-005

Application context (from source-drug indications)

AsthmaBudesonide/Formoterol fumarate/Glycopyrronium BromideChronic obstructive pulmonary diseaseBudesonide/Formoterol fumarate/Glycopyrronium BromideChronic obstructive pulmonary diseaseFormoterol Fumarate/GlycopyrrolateChronic obstructive pulmonary diseaseFormoterol FumarateEmphysemaFormoterol FumarateAsthmaFormoterol FumarateBronchitisFormoterol FumarateDiabetic nephropathyFormoterol FumarateBronchospasmFormoterol Fumarate

Source drugs (routes using this intermediate)

DrugTierExpiry
Budesonide/Formoterol fumarate/Glycopyrronium BromideTier B — Position early-
Formoterol Fumarate/GlycopyrrolateTier C — Watch / trade-
Formoterol FumarateTier 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.

Budesonide/Formoterol fumarate/Glycopyrronium BromideOptimised routesteps: 8total yield: 500mg(Formoterol Fumarate (API))
1-(4-Hydroxy-3-nitrophenyl)ethan-1-one→1-(4-(Benzyloxy)-3-nitrophenyl)ethanone→1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone→(2R*)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine→(2R)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine hydrogen chloride→2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-[4-(benzyloxy)-3-nitrophenyl]ethanone→(1R*)-2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-[4-(benzyloxy)-3-nitrophenyl]ethanol→(1R*)-1-[3-Amino-4-(benzyloxy)phenyl]-2-[benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]ethanol→Acido formico→Amide c1→N-[5-[(1R*)-2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-hydroxyethyl]-2-(benzyloxy)phenyl]formamide→N-[2-Hydroxy-5-[1(R*)-hydroxy-2-[1(R*)-methyl-2-(4-methoxyphenyl)ethylamino]ethyl]phenyl]formamide
Formoterol Fumarate/GlycopyrrolateOptimised routesteps: 8total yield: 500mg(Formoterol Fumarate (API))
1-(4-Hydroxy-3-nitrophenyl)ethan-1-one→1-(4-(Benzyloxy)-3-nitrophenyl)ethanone→1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone→(2R*)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine→(2R)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine hydrogen chloride→2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-[4-(benzyloxy)-3-nitrophenyl]ethanone→(1R*)-2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-[4-(benzyloxy)-3-nitrophenyl]ethanol→(1R*)-1-[3-Amino-4-(benzyloxy)phenyl]-2-[benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]ethanol→Acido formico→Amide c1→N-[5-[(1R*)-2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-hydroxyethyl]-2-(benzyloxy)phenyl]formamide→N-[2-Hydroxy-5-[1(R*)-hydroxy-2-[1(R*)-methyl-2-(4-methoxyphenyl)ethylamino]ethyl]phenyl]formamide
Formoterol FumarateOptimised routesteps: 8total yield: 500mg(Formoterol Fumarate (API))
1-(4-Hydroxy-3-nitrophenyl)ethan-1-one→1-(4-(Benzyloxy)-3-nitrophenyl)ethanone→1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone→(2R*)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine→(2R)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine hydrogen chloride→2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-[4-(benzyloxy)-3-nitrophenyl]ethanone→(1R*)-2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-[4-(benzyloxy)-3-nitrophenyl]ethanol→(1R*)-1-[3-Amino-4-(benzyloxy)phenyl]-2-[benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]ethanol→Acido formico→Amide c1→N-[5-[(1R*)-2-[Benzyl[(2R*)-1-(4-methoxyphenyl)propan-2-yl]amino]-1-hydroxyethyl]-2-(benzyloxy)phenyl]formamide→N-[2-Hydroxy-5-[1(R*)-hydroxy-2-[1(R*)-methyl-2-(4-methoxyphenyl)ethylamino]ethyl]phenyl]formamide

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