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CAS 1276110-38-3
tert-Butyl (3R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate
登记编号：(VIIa)461018-8-a、(IVb)461018-11-a、(IVb)461018-12-a、(I)461018-28-a
应用背景（按来源药适应症）
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
来源药（使用该中间体的合成路线）
| 品种 | 梯队 | 到期年 |
|---|---|---|
| 伊布替尼Ibrutinib | Tier A · 立即攻坚 | 2027 |
合成路线中的位置（上下游链）
按路线登记顺序排列，左→右为合成方向；高亮为当前 CAS，其余可点击跳转对应档案。
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
1H-Pyrazolo[3,4-d]pyrimidin-4-amine→3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(S)-1-(tert-Butoxycarbonyl)piperidin-3-yl methanesulfonate→tert-Butyl (3R)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→tert-Butyl (3R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Bromo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine hydrogen chloride (1/2)→3-Iodo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine--hydrogen chloride (1/2)→3-(4-Phenoxyphenyl)-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine hydrogen chloride→(4-Phenoxyphenyl)boranediol→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→2-Propenoyl chloride
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(S)-1-tert-Butoxycarbonyl-3-(p-toluenesulfonyloxymethyl)piperidine→3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→tert-Butyl (3R)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→tert-Butyl (3R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→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→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
tert-Butyl (3R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→1-Benzyloxy-4-boronic acid→tert-Butyl (3R)-3-[4-amino-3-[4-(benzyloxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate→tert-Butyl (3R)-3-[3-[4-(benzyloxy)phenyl]-4-[bis(tert-butoxycarbonyl)amino]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate→([13C]-1,2,3,4,5,6)Phenylboronic acid→tert-Butyl (3R)-3-[4-[bis(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate→tert-Butyl (3R)-3-[4-[bis(tert-butoxycarbonyl)amino]-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate→(4-Hydroxyphenyl)boronic acid→1-Bromo(13C6)benzene→tert-Butyl (3R)-3-(4-[bis(tert-butoxycarbonyl)amino]-3-[4-[([13C]-1,2,3,4,5,6)phenyloxy]phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→3-[4-[([13C]-1,2,3,4,5,6)Phenyloxy]phenyl]-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine→2-Propenoyl chloride→1-[(3R)-3-(4-Amino-3-[4-[([13C]-1,2,3,4,5,6)phenyloxy]phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl]prop-2-en-1-one
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