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CAS 76855-69-1
(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-4-oxoazetidin-2-yl acetate2(R)-Acetoxy-3(R)-[O-TBDMS-1(R)-hydroxyethyl]-4-azetidinone(2R,3R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl acetate
登记编号：Imipenem-003、SANFC-004
应用背景（按来源药适应症）
细菌性肺炎亚胺西瑞医院获得性肺炎亚胺西瑞传染性疾病亚胺西瑞菌血症亚胺西瑞呼吸机相关性肺炎亚胺西瑞医疗保健相关性肺炎亚胺西瑞细菌感染亚胺培南淋病亚胺培南炭疽杆菌感染亚胺培南结核分枝杆菌感染Sanfetrinem cilexetil肺结核Sanfetrinem cilexetil细菌感染Sanfetrinem cilexetil
来源药（使用该中间体的合成路线）
| 品种 | 梯队 | 到期年 |
|---|---|---|
| 亚胺西瑞Cilastatin Sodium/Imipenem/Relebactam | Tier C · 观察 / 贸易 | - |
| 亚胺培南Imipenem | Tier C · 观察 / 贸易 | - |
| Sanfetrinem cilexetil | Tier C · 观察 / 贸易 | - |
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。
4-Methoxyphenylamine→1-Amino-4-fluorobenzene→4-Bromophenylamine→4-Ethoxyphenylamine→omega-Bromoacetophenone→Chloroacetyl chloride→2-Iodo-1-(3-methoxyphenyl)ethanone→1-Bromo-3,3-dimethylbutan-2-one<-fgf->→2-[(4-Methoxyphenyl)amino]-1-phenylethanone→1-[(4-Methoxyphenyl)amino]acetone→1-[(4-Fluorophenyl)amino]acetone→2-[(4-Bromophenyl)amino]-1-(3-methoxyphenyl)ethanone→1-[(4-Ethoxyphenyl)amino]-3,3-dimethylbutan-2-one→(3S)-4-Benzoyl-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-1-(4-fluorophenyl)azetidin-2-one→(3S)-1-(4-Bromophenyl)-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-4-(3-methoxybenzoyl)azetidin-2-one→(3S)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-4-(2,2-dimethylpropanoyl)-1-(4-ethoxyphenyl)azetidin-2-one→(2R,3R)-3-Methyloxirane-2-carboxylic acid→L-Threonine→(2R,3R)-N-(4-Methoxyphenyl)-3-methyl-N-(2-oxo-2-phenylethyl)oxirane-2-carboxamide→(2R,3R)-N-(4-Methoxyphenyl)-3-methyl-N-(2-oxopropyl)oxirane-2-carboxamide→(2R,3R)-N-(4-Fluorophenyl)-3-methyl-N-(2-oxopropyl)oxirane-2-carboxamide→(2R,3R)-N-(4-Bromophenyl)-N-[2-(3-methoxyphenyl)-2-oxoethyl]-3-methyloxirane-2-carboxamide→(2R,3R)-N-(3,3-Dimethyl-2-oxobutyl)-N-(4-ethoxyphenyl)-3-methyloxirane-2-carboxamide→(3S)-4-Benzoyl-3-[(1R)-1-hydroxyethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-3-[(1R)-1-hydroxyethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-1-(4-fluorophenyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one→(3S)-1-(4-Bromophenyl)-3-[(1R)-1-hydroxyethyl]-4-(3-methoxybenzoyl)azetidin-2-one→(3S)-4-(2,2-Dimethylpropanoyl)-1-(4-ethoxyphenyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one→(1E)-1-[(4-Methoxyphenyl)imino]acetone→S-Pyridin-2-yl (3R)-3-[[tert-butyl(dimethyl)silyl]oxy]butanethioate→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl acetate→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl acetate→(2R,3R)-1-(4-Bromophenyl)-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-4-oxoazetidin-2-yl acetate→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-ethoxyphenyl)-4-oxoazetidin-2-yl acetate→(2S,3S)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylic acid→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-4-oxoazetidin-2-yl acetate
4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-[(diphenoxyphosphoryl)oxy]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→2-Mercaptoethylamine hydrochloride→4-Nitrobenzyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→2(R)-Acetoxy-3(R)-[O-TBDMS-1(R)-hydroxyethyl]-4-azetidinone→(4-Nitrophenyl)methyl 2-diazo-3-[(trimethylsilyl)oxy]but-3-enoate→4-[3(S)-[1(R)-[tert-Butyl(dimethyl)silyloxy]ethyl]-4-oxoazetidin-2(R)-yl]-2-diazo-3-oxobutyric acid 4-nitrobenzyl ester→Benzyl imidoformate hydrogen chloride
4-Methoxyphenylamine→1-Amino-4-fluorobenzene→4-Bromophenylamine→4-Ethoxyphenylamine→omega-Bromoacetophenone→Chloroacetyl chloride→2-Iodo-1-(3-methoxyphenyl)ethanone→1-Bromo-3,3-dimethylbutan-2-one<-fgf->→2-[(4-Methoxyphenyl)amino]-1-phenylethanone→1-[(4-Methoxyphenyl)amino]acetone→1-[(4-Fluorophenyl)amino]acetone→2-[(4-Bromophenyl)amino]-1-(3-methoxyphenyl)ethanone→1-[(4-Ethoxyphenyl)amino]-3,3-dimethylbutan-2-one→(3S)-4-Benzoyl-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-1-(4-fluorophenyl)azetidin-2-one→(3S)-1-(4-Bromophenyl)-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-4-(3-methoxybenzoyl)azetidin-2-one→(3S)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-4-(2,2-dimethylpropanoyl)-1-(4-ethoxyphenyl)azetidin-2-one→(2R,3R)-3-Methyloxirane-2-carboxylic acid→L-Threonine→(2R,3R)-N-(4-Methoxyphenyl)-3-methyl-N-(2-oxo-2-phenylethyl)oxirane-2-carboxamide→(2R,3R)-N-(4-Methoxyphenyl)-3-methyl-N-(2-oxopropyl)oxirane-2-carboxamide→(2R,3R)-N-(4-Fluorophenyl)-3-methyl-N-(2-oxopropyl)oxirane-2-carboxamide→(2R,3R)-N-(4-Bromophenyl)-N-[2-(3-methoxyphenyl)-2-oxoethyl]-3-methyloxirane-2-carboxamide→(2R,3R)-N-(3,3-Dimethyl-2-oxobutyl)-N-(4-ethoxyphenyl)-3-methyloxirane-2-carboxamide→(3S)-4-Benzoyl-3-[(1R)-1-hydroxyethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-3-[(1R)-1-hydroxyethyl]-1-(4-methoxyphenyl)azetidin-2-one→(3S)-4-Acetyl-1-(4-fluorophenyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one→(3S)-1-(4-Bromophenyl)-3-[(1R)-1-hydroxyethyl]-4-(3-methoxybenzoyl)azetidin-2-one→(3S)-4-(2,2-Dimethylpropanoyl)-1-(4-ethoxyphenyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one→(1E)-1-[(4-Methoxyphenyl)imino]acetone→S-Pyridin-2-yl (3R)-3-[[tert-butyl(dimethyl)silyl]oxy]butanethioate→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl acetate→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl acetate→(2R,3R)-1-(4-Bromophenyl)-3-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-4-oxoazetidin-2-yl acetate→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-ethoxyphenyl)-4-oxoazetidin-2-yl acetate→(2S,3S)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylic acid→(2R,3R)-3-[(1R)-1-[[tert-Butyl(dimethyl)silyl]oxy]ethyl]-4-oxoazetidin-2-yl acetate
4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→4-Nitrobenzyl (5R,6S)-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-3-[(diphenoxyphosphoryl)oxy]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate→2-Mercaptoethylamine hydrochloride→4-Nitrobenzyl (5R,6S)-3-[(2-aminoethyl)sulfanyl]-6-[(1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate hydrogen chloride→2(R)-Acetoxy-3(R)-[O-TBDMS-1(R)-hydroxyethyl]-4-azetidinone→(4-Nitrophenyl)methyl 2-diazo-3-[(trimethylsilyl)oxy]but-3-enoate→4-[3(S)-[1(R)-[tert-Butyl(dimethyl)silyloxy]ethyl]-4-oxoazetidin-2(R)-yl]-2-diazo-3-oxobutyric acid 4-nitrobenzyl ester→Benzyl imidoformate hydrogen chloride
2-methoxycyclohexan-1-one→diallyl malonate→allyl 3-methoxy-2-oxocyclohexane-1-carboxylate→(2R,3R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl acetate→allyl 1-((2S,3S)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)-3-methoxy-2-oxocyclohexane-1-carboxylate→allyl 1-((2S,3S)-1-(tert-butyldimethylsilyl)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)-3-methoxy-2-oxocyclohexane-1-carboxylate→(3S,4R)-1-(tert-butyldimethylsilyl)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-((1R)-3-methoxy-2-oxocyclohexyl)azetidin-2-one→(3S,4R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-((1R)-3-methoxy-2-oxocyclohexyl)azetidin-2-one→(3S,4R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-((1R,3S)-3-methoxy-2-oxocyclohexyl)azetidin-2-one→benzyl 2-chloro-2-oxoacetate→benzyl 2-((2R,3S)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-2-((1R,3S)-3-methoxy-2-oxocyclohexyl)-4-oxoazetidin-1-yl)-2-oxoacetate→benzyl (1S,5S,8aS,8bR)-1-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-5-methoxy-2-oxo-1,2,5,6,7,8,8a,8b-octahydroazeto[2,1-a]isoindole-4-carboxylate→benzyl (1S,5S,8aS,8bR)-1-((R)-1-hydroxyethyl)-5-methoxy-2-oxo-1,2,5,6,7,8,8a,8b-octahydroazeto[2,1-a]isoindole-4-carboxylate→2,2,4a,7,7-pentamethyl-1,2,3,4,4a,5,6,7-octahydro-1,8-naphthyridine→SANFC-015→potassium (1S,5S,8aS,8bR)-1-((R)-1-hydroxyethyl)-5-methoxy-2-oxo-1,2,5,6,7,8,8a,8b-octahydroazeto[2,1-a]isoindole-4-carboxylate→1-chloroethyl cyclohexyl carbonate
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