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CAS 6781-17-5
2-(2-Ethoxyphenoxy)ethylamine
Codes: Tamsulosin Hydrochloride-065
Application context (from source-drug indications)
Erectile dysfunctionTadalafil/TamsulosinBenign prostatic hyperplasiaTadalafil/TamsulosinLower urinary tract symptomsSolifenacin Succinate/Tamsulosin HydrochlorideBenign prostatic hyperplasiaSolifenacin Succinate/Tamsulosin HydrochlorideOveractive bladderSolifenacin Succinate/Tamsulosin HydrochlorideDrug-related adverse effects and reactionsSolifenacin Succinate/Tamsulosin HydrochlorideBladder neck obstructionSolifenacin Succinate/Tamsulosin HydrochlorideBenign prostatic hyperplasiaDutasteride/Tamsulosin HydrochlorideBenign prostatic hyperplasiaTamsulosin HydrochlorideUrinary tract infectionTamsulosin HydrochlorideUrinary retentionTamsulosin HydrochlorideInguinal herniaTamsulosin HydrochlorideVoiding dysfunctionTamsulosin HydrochlorideLower urinary tract symptomsTamsulosin Hydrochloride
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Tadalafil/Tamsulosin | Tier C — Watch / trade | - |
| Solifenacin Succinate/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Dutasteride/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Tamsulosin Hydrochloride | 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.
5-Acetyl-2-methoxybenzene-1-sulfonamide→2-(2-Ethoxyphenoxy)ethylamine→Tamsulosin Hydrochloride-085→(2R)-Hydroxy(phenyl)acetic acid 5-[(2R)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzene-1-sulfonamide→(S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acid→Carbonochloridic acid ethyl ester→Ethoxycarbonyl 1-(tert-butoxycarbonyl)-L-prolinate→2-Methoxydibenzo[b,d]furan-3-amine→tert-Butyl (2S)-2-[(2-methoxydibenzo[b,d]furan-3-yl)carbamoyl]pyrrolidine-1-carboxylate→N-(2-Methoxydibenzo[b,d]furan-3-yl)-L-prolinamide
2-(Boc-Amino)ethyl bromide→tert-Butyl (2-chloroethyl)carbamate→1-Hydroxy-2-ethoxybenzene→N-Boc-2-(2-ethoxyphenoxy)ethanamine→2-(2-Ethoxyphenoxy)ethylamine→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl methanesulfonate→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl trifluoroacetate→5-[(2S)-2-Hydroxypropyl]-2-methoxybenzene-1-sulfonamide
Solifenacin Succinate/Tamsulosin HydrochlorideOptimised routesteps: 3total yield: 20g(Tamsulosin Hydrochloride-065)
5-Acetyl-2-methoxybenzene-1-sulfonamide→2-(2-Ethoxyphenoxy)ethylamine→Tamsulosin Hydrochloride-085→(2R)-Hydroxy(phenyl)acetic acid 5-[(2R)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzene-1-sulfonamide→(S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acid→Carbonochloridic acid ethyl ester→Ethoxycarbonyl 1-(tert-butoxycarbonyl)-L-prolinate→2-Methoxydibenzo[b,d]furan-3-amine→tert-Butyl (2S)-2-[(2-methoxydibenzo[b,d]furan-3-yl)carbamoyl]pyrrolidine-1-carboxylate→N-(2-Methoxydibenzo[b,d]furan-3-yl)-L-prolinamide
Solifenacin Succinate/Tamsulosin HydrochlorideProcess routesteps: 4total yield: 25.51kg(Tamsulosin Hydrochloride (API))
2-(Boc-Amino)ethyl bromide→tert-Butyl (2-chloroethyl)carbamate→1-Hydroxy-2-ethoxybenzene→N-Boc-2-(2-ethoxyphenoxy)ethanamine→2-(2-Ethoxyphenoxy)ethylamine→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl methanesulfonate→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl trifluoroacetate→5-[(2S)-2-Hydroxypropyl]-2-methoxybenzene-1-sulfonamide
Dutasteride/Tamsulosin HydrochlorideOptimised routesteps: 3total yield: 20g(Tamsulosin Hydrochloride-065)
5-Acetyl-2-methoxybenzene-1-sulfonamide→2-(2-Ethoxyphenoxy)ethylamine→Tamsulosin Hydrochloride-085→(2R)-Hydroxy(phenyl)acetic acid 5-[(2R)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzene-1-sulfonamide→(S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acid→Carbonochloridic acid ethyl ester→Ethoxycarbonyl 1-(tert-butoxycarbonyl)-L-prolinate→2-Methoxydibenzo[b,d]furan-3-amine→tert-Butyl (2S)-2-[(2-methoxydibenzo[b,d]furan-3-yl)carbamoyl]pyrrolidine-1-carboxylate→N-(2-Methoxydibenzo[b,d]furan-3-yl)-L-prolinamide
Dutasteride/Tamsulosin HydrochlorideProcess routesteps: 4total yield: 25.51kg(Tamsulosin Hydrochloride (API))
2-(Boc-Amino)ethyl bromide→tert-Butyl (2-chloroethyl)carbamate→1-Hydroxy-2-ethoxybenzene→N-Boc-2-(2-ethoxyphenoxy)ethanamine→2-(2-Ethoxyphenoxy)ethylamine→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl methanesulfonate→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl trifluoroacetate→5-[(2S)-2-Hydroxypropyl]-2-methoxybenzene-1-sulfonamide
5-Acetyl-2-methoxybenzene-1-sulfonamide→2-(2-Ethoxyphenoxy)ethylamine→Tamsulosin Hydrochloride-085→(2R)-Hydroxy(phenyl)acetic acid 5-[(2R)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzene-1-sulfonamide→(S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acid→Carbonochloridic acid ethyl ester→Ethoxycarbonyl 1-(tert-butoxycarbonyl)-L-prolinate→2-Methoxydibenzo[b,d]furan-3-amine→tert-Butyl (2S)-2-[(2-methoxydibenzo[b,d]furan-3-yl)carbamoyl]pyrrolidine-1-carboxylate→N-(2-Methoxydibenzo[b,d]furan-3-yl)-L-prolinamide
2-(Boc-Amino)ethyl bromide→tert-Butyl (2-chloroethyl)carbamate→1-Hydroxy-2-ethoxybenzene→N-Boc-2-(2-ethoxyphenoxy)ethanamine→2-(2-Ethoxyphenoxy)ethylamine→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl methanesulfonate→(2S)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl trifluoroacetate→5-[(2S)-2-Hydroxypropyl]-2-methoxybenzene-1-sulfonamide
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