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CAS 22323-82-6

[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol

Codes: (X)109067-8-b

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: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)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→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Valsartan/Amlodipine OrotateOptimised routesteps: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)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→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Amlodipine OrotateOptimised routesteps: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)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→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Amlodipine CamsylateOptimised routesteps: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)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→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

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