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CAS 194472-23-6

3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

Codes: (VIII)109067-4-a

Application context (from source-drug indications)

HypertensionOlmesartan Medoxomil/Amlodipine orotateEssential hypertensionValsartan/Amlodipine OrotateVariant anginaAmlodipine OrotateHypertensionAmlodipine OrotateIschaemic heart diseaseAmlodipine OrotateStable anginaAmlodipine OrotateHypertensionAmlodipine Camsylate

Source drugs (routes using this intermediate)

DrugTierExpiry
Olmesartan Medoxomil/Amlodipine orotateTier C — Watch / trade-
Valsartan/Amlodipine OrotateTier C — Watch / trade-
Amlodipine OrotateTier C — Watch / trade-
Amlodipine CamsylateTier 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.

Olmesartan Medoxomil/Amlodipine orotateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate
Valsartan/Amlodipine OrotateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate
Amlodipine OrotateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate
Amlodipine CamsylateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate

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