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CAS 79-10-7

2-Propenoic acid

Codes：(V)461018-6-a、(X)461018-8-a、(VI)461018-14-a、(IX)461018-20-a、(I)461018-23-a

Application context (from source-drug indications)

华氏巨球蛋白血症伊布替尼慢性淋巴细胞白血病伊布替尼套细胞淋巴瘤伊布替尼移植物抗宿主病伊布替尼

Source drugs (routes using this intermediate)

DrugTierExpiry
伊布替尼IbrutinibTier A — Act now2027

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.

伊布替尼优化路线steps: 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
伊布替尼优化路线steps: 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
伊布替尼优化路线steps: 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
伊布替尼优化路线steps: 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
伊布替尼优化路线steps: 1total yield: /
2-Propenoic acid→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

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