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CAS 60-18-4
(-)-alpha-Amino-p-hydroxyhydrocinnamic acidL-tyrosine2(S)-Amino-3-(4-hydroxyphenyl)propionic acid(S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
Codes: Tamsulosin Hydrochloride-044, GADO-002, Atosiban-061, TIRO-015, (III)692039-1-a
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 HydrochlorideContrast imagingGadoxetate DisodiumDiagnostic agentGadoxetate DisodiumProstate cancerGadoxetate DisodiumCastration-resistant prostate cancerGadoxetate DisodiumLiver cancerGadoxetate DisodiumHepatocellular carcinomaGadoxetate Disodium产科分娩(早产)Atosiban acetate早产(孕37周前)Atosiban acetateEndometriosisAtosiban acetateUnstable anginaTirofiban Hydrochloride HydrateMyocardial infarctionTirofiban Hydrochloride HydrateCoronary thrombosisTirofiban Hydrochloride HydrateAcute coronary syndromeTirofiban Hydrochloride HydrateThrombosisTirofiban Hydrochloride HydrateCerebral infarctionTirofiban Hydrochloride Hydrate冠状病毒感染TRV-120027COVID-19TRV-120027Acute decompensated heart failureTRV-120027Kidney diseaseTRV-120027Heart failureTRV-120027
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 | - |
| Gadoxetate Disodium | Tier C — Watch / trade | - |
| Atosiban acetate | Tier C — Watch / trade | - |
| Tirofiban Hydrochloride Hydrate | Tier C — Watch / trade | - |
| TRV-120027 | 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.
(-)-alpha-Amino-p-hydroxyhydrocinnamic acid→N-Acetyl-L-tyrosine→Ethyl N-acetyl-L-tyrosinate→Ethyl N-acetyl-O-methyl-L-tyrosinate→N-[(2S)-1-Hydroxy-3-(4-methoxyphenyl)propan-2-yl]acetamide→N-[(2R)-1-(4-Methoxyphenyl)propan-2-yl]acetamide→1-Methoxy-4-[(1E)-2-nitroprop-1-en-1-yl]benzene→N-Hydroxy-1-(4-methoxyphenyl)propan-2-imine→N-[(1E)-1-(4-Methoxyphenyl)prop-1-en-2-yl]acetamide→N-[(2R)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl 4-methylbenzenesulfonate→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→1-Hydroxy-2-ethoxybenzene→1-Chloro-2-hydroxyethane→2-(2-Ethoxyphenoxy)ethanol
Solifenacin Succinate/Tamsulosin HydrochlorideOptimised routesteps: 14total yield: 2.091g(Tamsulosin Hydrochloride (API))
(-)-alpha-Amino-p-hydroxyhydrocinnamic acid→N-Acetyl-L-tyrosine→Ethyl N-acetyl-L-tyrosinate→Ethyl N-acetyl-O-methyl-L-tyrosinate→N-[(2S)-1-Hydroxy-3-(4-methoxyphenyl)propan-2-yl]acetamide→N-[(2R)-1-(4-Methoxyphenyl)propan-2-yl]acetamide→1-Methoxy-4-[(1E)-2-nitroprop-1-en-1-yl]benzene→N-Hydroxy-1-(4-methoxyphenyl)propan-2-imine→N-[(1E)-1-(4-Methoxyphenyl)prop-1-en-2-yl]acetamide→N-[(2R)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl 4-methylbenzenesulfonate→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→1-Hydroxy-2-ethoxybenzene→1-Chloro-2-hydroxyethane→2-(2-Ethoxyphenoxy)ethanol
Dutasteride/Tamsulosin HydrochlorideOptimised routesteps: 14total yield: 2.091g(Tamsulosin Hydrochloride (API))
(-)-alpha-Amino-p-hydroxyhydrocinnamic acid→N-Acetyl-L-tyrosine→Ethyl N-acetyl-L-tyrosinate→Ethyl N-acetyl-O-methyl-L-tyrosinate→N-[(2S)-1-Hydroxy-3-(4-methoxyphenyl)propan-2-yl]acetamide→N-[(2R)-1-(4-Methoxyphenyl)propan-2-yl]acetamide→1-Methoxy-4-[(1E)-2-nitroprop-1-en-1-yl]benzene→N-Hydroxy-1-(4-methoxyphenyl)propan-2-imine→N-[(1E)-1-(4-Methoxyphenyl)prop-1-en-2-yl]acetamide→N-[(2R)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl 4-methylbenzenesulfonate→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→1-Hydroxy-2-ethoxybenzene→1-Chloro-2-hydroxyethane→2-(2-Ethoxyphenoxy)ethanol
(-)-alpha-Amino-p-hydroxyhydrocinnamic acid→N-Acetyl-L-tyrosine→Ethyl N-acetyl-L-tyrosinate→Ethyl N-acetyl-O-methyl-L-tyrosinate→N-[(2S)-1-Hydroxy-3-(4-methoxyphenyl)propan-2-yl]acetamide→N-[(2R)-1-(4-Methoxyphenyl)propan-2-yl]acetamide→1-Methoxy-4-[(1E)-2-nitroprop-1-en-1-yl]benzene→N-Hydroxy-1-(4-methoxyphenyl)propan-2-imine→N-[(1E)-1-(4-Methoxyphenyl)prop-1-en-2-yl]acetamide→N-[(2R)-1-(4-Methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl 4-methylbenzenesulfonate→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→1-Hydroxy-2-ethoxybenzene→1-Chloro-2-hydroxyethane→2-(2-Ethoxyphenoxy)ethanol
L-tyrosine→(tert-butoxycarbonyl)-L-tyrosine→(S)-2-((tert-butoxycarbonyl)amino)-3-(4-ethoxyphenyl)propanoic acid→tert-butyl (S)-(1-(4-ethoxyphenyl)-3-hydroxypropan-2-yl)carbamate→(S)-2-((tert-butoxycarbonyl)amino)-3-(4-ethoxyphenyl)propyl methanesulfonate→tert-butyl (S)-(1-((2-aminoethyl)amino)-3-(4-ethoxyphenyl)propan-2-yl)carbamate→(S)-N1-(2-aminoethyl)-3-(4-ethoxyphenyl)propane-1,2-diamine hydrochloride→di-tert-butyl 2,2'-((2-((2-(bis(2-(tert-butoxy)-2-oxoethyl)amino)-3-(4-ethoxyphenyl)propyl)(2-(tert-butoxy)-2-oxoethyl)amino)ethyl)azanediyl)(S)-diacetate→Gadoxetate sodium
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