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CAS 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
Codes: COBI-017, ITACI-005
Application context (from source-drug indications)
MelanomaCobimetinib FumarateDiffuse large B-cell lymphomaItacitinibMyeloproliferative neoplasmItacitinibAcute lymphoblastic leukaemiaItacitinibAcute myeloid leukaemiaItacitinibChronic myelomonocytic leukaemiaItacitinib骨髓增生异常-骨髓增生性疾病Itacitinib
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Cobimetinib Fumarate | Tier C — Watch / trade | 2029 |
| Itacitinib | Tier 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.
2,3,4-trifluorobenzoic acid→2-fluoro-4-iodoaniline→(3S,5R,8aS)-3-phenylhexahydro-2H-oxazolo[3,2-a]pyridine-5-carbonitrile→tert-butyl 3-oxoazetidine-1-carboxylate→tert-butyl 3-((3S,5R,8aS)-5-cyano-3-phenylhexahydro-2H-oxazolo[3,2-a]pyridin-5-yl)-3-hydroxyazetidine-1-carboxylate→tert-butyl 3-hydroxy-3-((S)-1-((S)-2-hydroxy-1-phenylethyl)piperidin-2-yl)azetidine-1-carboxylate→3-((S)-1-((S)-2-hydroxy-1-phenylethyl)piperidin-2-yl)azetidin-3-ol→(3-hydroxy-3-((S)-1-((S)-2-hydroxy-1-phenylethyl)piperidin-2-yl)azetidin-1-yl)(2,3,4-trifluorophenyl)methanone→(S)-(3-hydroxy-3-(piperidin-2-yl)azetidin-1-yl)(2,3,4-trifluorophenyl)methanone hydrochloride
(S)-tert-butyl 2-(1-(3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoyl)-3-hydroxyazetidin-3-yl)piperidine-1-carboxylate→tert-butyl 3-oxoazetidine-1-carboxylate→2-bromopyridine→tert-butyl 3-hydroxy-3-(pyridin-2-yl)azetidine-1-carboxylate→COBI-025→2,2,2-trifluoro-1-(3-hydroxy-3-(pyridin-2-yl)azetidin-1-yl)ethanone hydrochloride→2,2,2-trifluoro-1-(3-hydroxy-3-(piperidin-2-yl)azetidin-1-yl)ethanone hydrochloride→tert-butyl 2-(3-hydroxy-1-(2,2,2-trifluoroacetyl)azetidin-3-yl)piperidine-1-carboxylate→tert-butyl 2-(3-hydroxyazetidin-3-yl)piperidine-1-carboxylate→3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoyl chloride
diphenylmethanamine→2-(chloromethyl)oxirane→1-benzhydrylazetidin-3-ol hydrochloride→tert-butyl 3-hydroxyazetidine-1-carboxylate→tert-butyl 3-oxoazetidine-1-carboxylate→diethyl (cyanomethyl)phosphonate→tert-butyl 3-(cyanomethylene)azetidine-1-carboxylate→4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-1H-pyrazole→tert-butyl 3-(cyanomethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate→4-chloro-7H-pyrrolo[2,3-d]pyrimidine→tert-butyl 3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-3-(cyanomethyl)azetidine-1-carboxylate→2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile dihydrochloride→1-(3-fluoro-2-(trifluoromethyl)isonicotinoyl)piperidin-4-one→1,4-dioxa-8-azaspiro[4.5]decane hydrochloride→1,4-dioxa-8-azaspiro[4.5]decane→3-fluoro-2-(trifluoromethyl)isonicotinic acid→(3-fluoro-2-(trifluoromethyl)pyridin-4-yl)(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)methanone→1H-pyrazole→4-iodo-1H-pyrazole→4-iodo-1-(trimethylsilyl)-1H-pyrazole→2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane→2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(1-(3-fluoro-2-(trifluoromethyl)isonicotinoyl)piperidin-4-yl)azetidin-3-yl)acetonitrile→2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(1-(3-fluoro-2-(trifluoromethyl)isonicotinoyl)piperidin-4-yl)azetidin-3-yl)acetonitrile adipate
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