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CAS 105-39-5
Ethyl 2-chloroacetateethyl 2-chloroacetate2-Chloroacetic acid ethyl ester
Codes: Tamsulosin Hydrochloride-035, RITO-014, DONE-015, (VI)91353-10-a
Application context (from source-drug indications)
Erectile dysfunctionTadalafil/TamsulosinBenign prostatic hyperplasiaTadalafil/TamsulosinChronic hepatitis CParitaprevir/Ombitasvir/RitonavirHepatitis CParitaprevir/Ombitasvir/RitonavirDecompensated cirrhosisParitaprevir/Ombitasvir/RitonavirRenal impairmentParitaprevir/Ombitasvir/RitonavirFibrosisParitaprevir/Ombitasvir/RitonavirEnd-stage renal diseaseParitaprevir/Ombitasvir/RitonavirHIV infectionDarunavir Ethanolate/RitonavirAlzheimer's diseaseMemantine Hydrochloride/Donepezil HydrochlorideLower 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 HydrochlorideBack painDiclofenac Sodium/Eperisone HydrochlorideBenign prostatic hyperplasiaDutasteride/Tamsulosin HydrochlorideBenign prostatic hyperplasiaTamsulosin HydrochlorideUrinary tract infectionTamsulosin HydrochlorideUrinary retentionTamsulosin HydrochlorideInguinal herniaTamsulosin HydrochlorideVoiding dysfunctionTamsulosin HydrochlorideLower urinary tract symptomsTamsulosin HydrochlorideHIV infectionRitonavirKaposi's sarcomaRitonavirBreast cancerRitonavirLewy body dementiaDonepezil HydrochlorideAlzheimer's diseaseDonepezil HydrochlorideDementiaDonepezil HydrochlorideMemory impairmentDonepezil HydrochlorideMild cognitive impairmentDonepezil HydrochlorideOsteoporosisDonepezil HydrochlorideOsteoarthritisDiclofenac SodiumRheumatoid arthritisDiclofenac SodiumAnkylosing spondylitisDiclofenac SodiumCommon bile duct diseaseDiclofenac SodiumDental pulp diseaseDiclofenac SodiumArthritisDiclofenac Sodium
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Tadalafil/Tamsulosin | Tier C — Watch / trade | - |
| Paritaprevir/Ombitasvir/Ritonavir | Tier C — Watch / trade | - |
| Darunavir Ethanolate/Ritonavir | Tier C — Watch / trade | - |
| Memantine Hydrochloride/Donepezil Hydrochloride | Tier C — Watch / trade | - |
| Solifenacin Succinate/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Diclofenac Sodium/Eperisone Hydrochloride | Tier C — Watch / trade | - |
| Dutasteride/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Ritonavir | Tier C — Watch / trade | - |
| Donepezil Hydrochloride | Tier B — Position early | - |
| Diclofenac Sodium | 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.
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
(S)-benzyl (1-hydroxy-3-phenylpropan-2-yl)carbamate→(S)-benzyl (1-oxo-3-phenylpropan-2-yl)carbamate→dibenzyl ((2S,3R,4R,5S)-3,4-dihydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→1-bromo-2-methyl-1-oxopropan-2-yl acetate→(5S,6R,7R,8S)-5,8-dibenzyl-7-bromo-3,10-dioxo-1,12-diphenyl-2,11-dioxa-4,9-diazadodecan-6-yl acetate→dibenzyl ((1S,1'S)-((2R,3R)-oxirane-2,3-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate→dibenzyl ((2S,3S,5S)-3-hydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→(2S,3S,5S)-2,5-diamino-1,6-diphenylhexan-3-ol→phenylboronic acid→(S)-1-((4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl)-2-phenylethanamine→4-nitrophenyl (thiazol-5-ylmethyl) carbonate→thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate→(S)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoic acid→ethyl 2-chloroacetate→ethyl 2-chloro-3-oxopropanoate→methanethioamide→ethyl thiazole-5-carboxylate→thiazol-5-ylmethanol→4-nitrophenyl carbonochloridate→isobutyramide→2-methylpropanethioamide→1,3-dichloropropan-2-one→methyl L-valinate hydrochloride→1-(2-isopropylthiazol-4-yl)-N-methylmethanamine→RITO-025→(S)-methyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoate
(S)-benzyl (1-hydroxy-3-phenylpropan-2-yl)carbamate→(S)-benzyl (1-oxo-3-phenylpropan-2-yl)carbamate→dibenzyl ((2S,3R,4R,5S)-3,4-dihydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→1-bromo-2-methyl-1-oxopropan-2-yl acetate→(5S,6R,7R,8S)-5,8-dibenzyl-7-bromo-3,10-dioxo-1,12-diphenyl-2,11-dioxa-4,9-diazadodecan-6-yl acetate→dibenzyl ((1S,1'S)-((2R,3R)-oxirane-2,3-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate→dibenzyl ((2S,3S,5S)-3-hydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→(2S,3S,5S)-2,5-diamino-1,6-diphenylhexan-3-ol→phenylboronic acid→(S)-1-((4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl)-2-phenylethanamine→4-nitrophenyl (thiazol-5-ylmethyl) carbonate→thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate→(S)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoic acid→ethyl 2-chloroacetate→ethyl 2-chloro-3-oxopropanoate→methanethioamide→ethyl thiazole-5-carboxylate→thiazol-5-ylmethanol→4-nitrophenyl carbonochloridate→isobutyramide→2-methylpropanethioamide→1,3-dichloropropan-2-one→methyl L-valinate hydrochloride→1-(2-isopropylthiazol-4-yl)-N-methylmethanamine→RITO-025→(S)-methyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoate
1-benzylpiperidine-4-carbaldehyde→5,6-dimethoxy-2,3-dihydro-1H-inden-1-one→(E)-2-((1-benzylpiperidin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one→1-benzylpiperidin-4-one→ethyl 2-chloroacetate→ethyl 6-benzyl-1-oxa-6-azaspiro[2.5]octane-2-carboxylate→sodium 6-benzyl-1-oxa-6-azaspiro[2.5]octane-2-carboxylate
Solifenacin Succinate/Tamsulosin HydrochlorideProcess routesteps: 5total yield: 1.84kg(Tamsulosin (Free))
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
(S)-benzyl (1-hydroxy-3-phenylpropan-2-yl)carbamate→(S)-benzyl (1-oxo-3-phenylpropan-2-yl)carbamate→dibenzyl ((2S,3R,4R,5S)-3,4-dihydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→1-bromo-2-methyl-1-oxopropan-2-yl acetate→(5S,6R,7R,8S)-5,8-dibenzyl-7-bromo-3,10-dioxo-1,12-diphenyl-2,11-dioxa-4,9-diazadodecan-6-yl acetate→dibenzyl ((1S,1'S)-((2R,3R)-oxirane-2,3-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate→dibenzyl ((2S,3S,5S)-3-hydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→(2S,3S,5S)-2,5-diamino-1,6-diphenylhexan-3-ol→phenylboronic acid→(S)-1-((4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl)-2-phenylethanamine→4-nitrophenyl (thiazol-5-ylmethyl) carbonate→thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate→(S)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoic acid→ethyl 2-chloroacetate→ethyl 2-chloro-3-oxopropanoate→methanethioamide→ethyl thiazole-5-carboxylate→thiazol-5-ylmethanol→4-nitrophenyl carbonochloridate→isobutyramide→2-methylpropanethioamide→1,3-dichloropropan-2-one→methyl L-valinate hydrochloride→1-(2-isopropylthiazol-4-yl)-N-methylmethanamine→RITO-025→(S)-methyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoate
1-benzylpiperidine-4-carbaldehyde→5,6-dimethoxy-2,3-dihydro-1H-inden-1-one→(E)-2-((1-benzylpiperidin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one→1-benzylpiperidin-4-one→ethyl 2-chloroacetate→ethyl 6-benzyl-1-oxa-6-azaspiro[2.5]octane-2-carboxylate→sodium 6-benzyl-1-oxa-6-azaspiro[2.5]octane-2-carboxylate
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