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CAS 220352-38-5
(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine
Codes:TICA-010
Application context (from source-drug indications)
中风替格瑞洛急性冠脉综合征替格瑞洛心肌梗塞替格瑞洛外周血管疾病替格瑞洛
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| 替格瑞洛Ticagrelor | Tier B — Position early | 2029 |
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.
4,6-dichloro-5-nitro-2-(propylthio)pyrimidine→(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol→(3aR,4S,6R,6aS)-6-((6-chloro-5-nitro-2-(propylthio)pyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol→(3aR,4S,6R,6aS)-6-((5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol→(3aR,4S,6R,6aS)-6-(7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol→(3aR,4S,6R,6aS)-6-(7-amino-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol→methyl 2-(((trifluoromethyl)sulfonyl)oxy)acetate→methyl 2-(((3aR,4S,6R,6aS)-6-(7-amino-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)acetate→methyl 2-(((3aR,4S,6R,6aS)-6-(7-bromo-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)acetate→(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine→methyl 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)acetate→potassium sodium (2R,3R)-2,3-dihydroxysuccinate→2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol→(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate→TICA-015→TICA-016→4-methylmorpholine 4-oxide→TICA-018→2,2-dimethoxypropane
(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine→2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol→6-hydroxy-2-thioxo-2,3-dihydropyrimidin-4(1H)-one→1-iodopropane→2-(propylthio)pyrimidine-4,6-diol→p-toluidine→(E)-2-(propylthio)-5-(p-tolyldiazenyl)pyrimidine-4,6-diol→(E)-4,6-dichloro-2-(propylthio)-5-(p-tolyldiazenyl)pyrimidine→4,6-dichloro-2-(propylthio)-5-(2-(p-tolyl)hydrazinyl)pyrimidine→4,6-dichloro-2-(propylthio)pyrimidin-5-amine→2-(((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol→2-(((3aR,4S,6R,6aS)-6-((5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol→2-(((3aR,4S,6R,6aS)-6-(7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol
(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine→3,4-difluorobenzaldehyde→malonic acid→(E)-3-(3,4-difluorophenyl)acrylic acid→(E)-3-(3,4-difluorophenyl)acryloyl chloride→(1R,2S,5R)-2-isopropyl-5-methylcyclohexan-1-ol→(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (E)-3-(3,4-difluorophenyl)acrylate→(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (1R,2R)-2-(3,4-difluorophenyl)cyclopropane-1-carboxylate→(1R,2R)-2-(3,4-difluorophenyl)cyclopropane-1-carboxylic acid→(1R,2R)-2-(3,4-difluorophenyl)cyclopropane-1-carbonyl azide
4,6-dichloro-5-nitro-2-(propylthio)pyrimidine→(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine→ethyl 2-(((3aR,4S,6R,6aS)-6-(((benzyloxy)carbonyl)amino)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)acetate→ethyl 2-(((1S,2S,3S,4R)-4-(((benzyloxy)carbonyl)amino)-2,3-dihydroxycyclopentyl)oxy)acetate→ethyl 2-(((3aR,4S,6R,6aS)-6-(((benzyloxy)carbonyl)amino)-2-oxotetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)acetate→benzyl ((3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2-oxotetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)carbamate→(3aS,4R,6S,6aR)-4-amino-6-(2-hydroxyethoxy)tetrahydro-4H-cyclopenta[d][1,3]dioxol-2-one→(3aS,4R,6S,6aR)-4-((6-chloro-5-nitro-2-(propylthio)pyrimidin-4-yl)amino)-6-(2-hydroxyethoxy)tetrahydro-4H-cyclopenta[d][1,3]dioxol-2-one→(3aS,4R,6S,6aR)-4-((5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl)amino)-6-(2-hydroxyethoxy)tetrahydro-4H-cyclopenta[d][1,3]dioxol-2-one→(3aS,4R,6S,6aR)-4-(7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-6-(2-hydroxyethoxy)tetrahydro-4H-cyclopenta[d][1,3]dioxol-2-one→(3aS,4R,6S,6aR)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-6-(2-hydroxyethoxy)tetrahydro-4H-cyclopenta[d][1,3]dioxol-2-one
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