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【结 构 式】 
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【分子编号】67085 【品名】4-nitrobenzyl 6-(1-hydroxyethyl)-4-methyl-7-oxo-3-((5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 【CA登记号】 |
【 分 子 式 】C22H29N5O8S2 【 分 子 量 】555.633 【元素组成】C 47.56% H 5.26% N 12.60% O 23.04% S 11.54% |
与该中间体有关的原料药合成路线共 3 条
合成路线1
该中间体在本合成路线中的序号：(X)
| 【1】 Zhang AY, Zhu XY, Yuan ZD.2006.Synthesis of doripenem. Chin J Pharmaceuticals, 37: 361～363 |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 67084 | (4S)-1-tert-butyl 2-methyl 4-((methylsulfonyl)oxy)pyrrolidine-1,2-dicarboxylate | C12H21NO7S | 详情 | 详情 | |
| (I) | 67082 | (4S)-4-hydroxypyrrolidine-2-carboxylic acid | C5H9NO3 | 详情 | 详情 | |
| (II) | 67083 | (4S)-methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride | C6H11NO3.HCl | 详情 | 详情 | |
| (IV) | 16095 | tert-butyl (2S,4R)-2-(hydroxymethyl)-4-[(methylsulfonyl)oxy]tetrahydro-1H-pyrrole-1-carboxylate | C11H21NO6S | 详情 | 详情 | |
| (V) | 16096 | tert-butyl (2S,4S)-4-(acetylsulfanyl)-2-(hydroxymethyl)tetrahydro-1H-pyrrole-1-carboxylate | C12H21NO4S | 详情 | 详情 | |
| (VI) | 16098 | tert-butyl (2S,4S)-4-(acetylsulfanyl)-2-[[(aminosulfonyl)(tert-butoxycarbonyl)amino]methyl]tetrahydro-1H-pyrrole-1-carboxylate | C17H31N3O7S2 | 详情 | 详情 | |
| (VII) | 16099 | tert-butyl (2S,4S)-2-[[(aminosulfonyl)(tert-butoxycarbonyl)amino]methyl]-4-sulfanyltetrahydro-1H-pyrrole-1-carboxylate | C15H29N3O6S2 | 详情 | 详情 | |
| (VIII) | 16100 | benzhydryl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C35H32NO8P | 详情 | 详情 | |
| (IX) | 16101 | benzhydryl (4R,5S,6S)-3-[[(3S,5S)-5-[[(aminosulfonyl)(tert-butoxycarbonyl)amino]methyl]-1-(tert-butoxycarbonyl)pyrrolidinyl]sulfanyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C38H50N4O10S2 | 详情 | 详情 | |
| (X) | 67085 | 4-nitrobenzyl 6-(1-hydroxyethyl)-4-methyl-7-oxo-3-((5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C22H29N5O8S2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(IX)
| 【1】 Tang ZJ, Zhang QW, Shi HL.2007.Preparation of pyrrolidinothiocarbapenem derivative and intermediate. CN 101007806. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 16075 | 4-methoxybenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C30H30NO9P | 详情 | 详情 | |
| (II) | 67086 | 4-nitrobenzyl 3-((diphenoxyphosphoryl)oxy)-4-methyl-7-oxo-6-(1-((trimethylsilyl)oxy)ethyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C32H35N2O10PSi | 详情 | 详情 | |
| (III) | 67087 | 4-nitrobenzyl 2-(hydroxymethyl)-4-mercaptopyrrolidine-1-carboxylate | C13H16N2O5S | 详情 | 详情 | |
| (IV) | 67088 | 4-nitrobenzyl 3-((5-(hydroxymethyl)-1-(((4-nitrobenzyl)oxy)carbonyl)pyrrolidin-3-yl)thio)-4-methyl-7-oxo-6-(1-((trimethylsilyl)oxy)ethyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C33H40N4O11SSi | 详情 | 详情 | |
| (V) | 16097 | tert-butyl 2,2-dioxo-2lambda(6)-diazathiane-1-carboxylate | 148017-28-1 | C5H12N2O4S | 详情 | 详情 |
| (VI) | 67089 | 4-nitrobenzyl 3-((5-(((tert-butoxycarbonyl)(sulfamoyl)amino)methyl)-1-(((4-nitrobenzyl)oxy)carbonyl)pyrrolidin-3-yl)thio)-4-methyl-7-oxo-6-(1-((trimethylsilyl)oxy)ethyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C38H50N6O14S2Si | 详情 | 详情 | |
| (VII) | 67090 | 4-nitrobenzyl 3-((5-(((tert-butoxycarbonyl)(sulfamoyl)amino)methyl)-1-(((4-nitrobenzyl)oxy)carbonyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C35H42N6O14S2 | 详情 | 详情 | |
| (VIII) | 67081 | nitro(phenyl)methyl 6-(1-hydroxyethyl)-4-methyl-3-((1-(((4-nitrobenzyl)oxy)carbonyl)-5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C30H34N6O12S2 | 详情 | 详情 | |
| (IX) | 67085 | 4-nitrobenzyl 6-(1-hydroxyethyl)-4-methyl-7-oxo-3-((5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C22H29N5O8S2 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(V)
| 【1】 Liu K, Gao XS. Li Y, et al.2009. Process for preparation of doripenem. CN 101348485. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 67091 | 4-methoxybenzyl 3-((3-(aminomethyl)-4-(((4-nitrobenzyl)oxy)carbonyl)cyclopentyl)thio)-4-methyl-7-oxo-6-(1-((trimethylsilyl)oxy)ethyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C35H45N3O9SSi | 详情 | 详情 | |
| (II) | 40598 | amidosulfonoyl chloride | 7778-42-9 | H2ClNO2S | 详情 | 详情 |
| (III) | 67092 | nitro(phenyl)methyl 4-methyl-3-((1-(((4-nitrobenzyl)oxy)carbonyl)-5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-7-oxo-6-(1-((trimethylsilyl)oxy)ethyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C33H42N6O12S2Si | 详情 | 详情 | |
| (IV) | 67081 | nitro(phenyl)methyl 6-(1-hydroxyethyl)-4-methyl-3-((1-(((4-nitrobenzyl)oxy)carbonyl)-5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C30H34N6O12S2 | 详情 | 详情 | |
| (V) | 67085 | 4-nitrobenzyl 6-(1-hydroxyethyl)-4-methyl-7-oxo-3-((5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C22H29N5O8S2 | 详情 | 详情 |
Extended Information