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CAS 79-10-7

2-Propenoic acidacrylic acid

Codes: (V)461018-6-a, (X)461018-8-a, (VI)461018-14-a, (IX)461018-20-a, (I)461018-23-a, Carteolol Hydrochloride-004, IBAN-018, Atosiban-090

Application context (from source-drug indications)

Waldenström macroglobulinaemiaIbrutinibChronic lymphocytic leukaemiaIbrutinibMantle cell lymphomaIbrutinibGraft-versus-host diseaseIbrutinibOcular hypertensionCarteolol Hydrochloride/LatanoprostGlaucomaCarteolol Hydrochloride/LatanoprostOpen-angle glaucomaCarteolol Hydrochloride/LatanoprostOsteoporosisIbandronate Sodium Hydrate/ColecalciferolHypertensionCarteolol HydrochlorideOcular hypertensionCarteolol HydrochlorideGlaucomaCarteolol HydrochlorideAngina pectorisCarteolol HydrochlorideArrhythmiaCarteolol HydrochlorideOsteoporosisIbandronate Sodium HydratePostmenopausal osteoporosisIbandronate Sodium HydrateHypercalcaemiaIbandronate Sodium HydrateBone injuryIbandronate Sodium HydrateBreast cancerIbandronate Sodium HydrateMetastatic cancerIbandronate Sodium Hydrate产科分娩（早产）Atosiban acetate早产（孕37周前）Atosiban acetateEndometriosisAtosiban acetate

Source drugs (routes using this intermediate)

DrugTierExpiry
IbrutinibTier A — Act now2027
Carteolol Hydrochloride/LatanoprostTier C — Watch / trade-
Ibandronate Sodium Hydrate/ColecalciferolTier C — Watch / trade-
Carteolol HydrochlorideTier C — Watch / trade-
Ibandronate Sodium HydrateTier C — Watch / trade-
Atosiban acetateTier 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.

IbrutinibOptimised routesteps: 4total yield: /
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(S)-1-tert-Butoxycarbonyl-3-(p-toluenesulfonyloxymethyl)piperidine→tert-Butyl (3S)-3-[[tert-butyl(dimethyl)silyl]oxy]piperidine-1-carboxylate→(3S)-Piperidin-3-yl 4-methylbenzenesulfonate→(3S)-3-[[tert-Butyl(dimethyl)silyl]oxy]piperidine→2-Propenoyl chloride→2-Propenoic acid→(3S)-1-Acryloylpiperidin-3-yl 4-methylbenzenesulfonate→1-[(3S)-3-[[tert-Butyl(dimethyl)silyl]oxy]piperidin-1-yl]prop-2-en-1-one→(3S)-1-Acryloylpiperidin-3-yl 4-nitrobenzenesulfonate→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
IbrutinibOptimised routesteps: 6total yield: /
3-Amino-1H-pyrazole-4-carbonitrile→Amide c1→1H-Pyrazolo[3,4-d]pyrimidin-4-amine→3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→2-Propenoyl chloride→(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(S)-1-(tert-Butoxycarbonyl)piperidin-3-yl methanesulfonate→tert-Butyl (3R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→tert-Butyl (3R)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→3-Iodo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine hydrogen chloride→3-Bromo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Iodo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine--hydrogen chloride (1→3-Iodo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine→2-Propenoic acid→1-[(3R)-3-(4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl]prop-2-en-1-one→1-[(3R)-3-(4-Amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl]prop-2-en-1-one→(4-Phenoxyphenyl)boranediol→(Chloromethyl)acetyl chloride→3-Bromopropanoyl bromide→1-[(3R)-3-(4-Amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl]-3-chloropropan-1-one→1-[(3R)-3-(4-Amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl]-3-bromopropan-1-one
IbrutinibOptimised routesteps: 2total yield: /
1H-Pyrazolo[3,4-d]pyrimidin-4-amine→3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-Iodo-4-phenoxybenzene→(4-Phenoxyphenyl)boranediol→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-[(3S)-3-Hydroxypiperidin-1-yl]prop-2-en-1-one→(3S)-Piperidin-3-ol--hydrogen chloride (1→2-Propenoic acid
IbrutinibOptimised routesteps: 6total yield: /
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(3S)-Piperidin-3-ol--hydrogen chloride (1→(3S)-1-Benzylpiperidin-3-ol→(3S)-1-Benzylpiperidin-3-yl methanesulfonate→2-Propenoic acid→(3S)-Piperidin-3-yl methanesulfonate→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-[(3R)-1-Benzylpiperidin-3-yl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→2-Propenoyl chloride→1-[(3S)-3-Hydroxypiperidin-1-yl]prop-2-en-1-one→(3S)-1-(Prop-2-enoyl)piperidin-3-yl methanesulfonate
IbrutinibOptimised routesteps: 1total yield: /
2-Propenoic acid→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Carteolol Hydrochloride/LatanoprostOptimised routesteps: 4total yield: /
Benzene-1,3-diol→1,3-Cyclohexanedione→3-Aminocyclohex-2-en-1-one→2-Propenoic acid→1,2,3,4,5,6,7,8-Octahydroquinoline-2,5-dione→5-Hydroxy-1,2,3,4-tetrahydroquinolin-2-one
Ibandronate Sodium Hydrate/ColecalciferolOptimised routesteps: 3total yield: 126.00 g
1-bromopentane→acrylic acid→methyl 3-(methylamino)propanoate→[1-hydroxy-3-(methylamino)-1-phosphonopropyl]phosphonic acid
Carteolol HydrochlorideOptimised routesteps: 4total yield: /
Benzene-1,3-diol→1,3-Cyclohexanedione→3-Aminocyclohex-2-en-1-one→2-Propenoic acid→1,2,3,4,5,6,7,8-Octahydroquinoline-2,5-dione→5-Hydroxy-1,2,3,4-tetrahydroquinolin-2-one
Ibandronate Sodium HydrateOptimised routesteps: 3total yield: 126.00 g
1-bromopentane→acrylic acid→methyl 3-(methylamino)propanoate→[1-hydroxy-3-(methylamino)-1-phosphonopropyl]phosphonic acid
Atosiban acetateOptimised routesteps: 1total yield: /
2-Propenoic acid→beta-Thiopropionic acid

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