CAS: 96034-64-9; (2S,4S)-4-Nitrobenzyl 2-(Dimethylcarbamoyl)-4-Mercaptopyrrolidine-1-Carboxylate

• 英文名称(2S,4S)-4-Nitrobenzyl 2-(Dimethylcarbamoyl)-4-Mercaptopyrrolidine-1-Carboxylate
• 中文名称美罗培南侧链
• IUPAC名称4-nitrobenzyl (2S,4S)-2-(dimethylcarbamoyl)-4-mercaptopyrrolidine-1-carboxylate
• 其它别名美罗陪南中间体; Side Chain For Meropenem
• CAS编号96034-64-9
• MFCD编号:MFCD08063348
• EINECS号:619-190-7
• 分子式:C15H19N3O5S
• 分子量:353.39
• 产品CID: 2015922
• 产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

• 相似结构搜索
• InChIKey: VGLBNJWGUYQZHD-STQMWFEESA-N
• InChI=1S/C15H19N3O5S/c1-16(2)14(19)13-7-12(24)8-17(13)15(20)23-9-10-3-5-11(6-4-10)18(21)22/h3-6,12-13,24H,7-9H2,1-2H3/t12-,13-/m0/s1…
• 计算化学: 氢键受体数6.0氢键供体数1可旋转键数4

物理性质

• 熔点117.0-121.0 °C
• 沸点555.8°C at 760 mmHg
• 闪点289.9±30.1 °C
• 密度1.4±0.1 g/cm3
• pKa:9.94±0.40(预测)
• PSA:92.99
• LogP:1.6923
• 折射率1.612
• 蒸汽压0.0±1.5 mmHg at 25°C
• 溶解性DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• 外观形态淡黄色至淡黄色固体
• 储存条件在惰性气体(氮气或氩气)下 2-8°C
• 产品应用该化合物用作合成四氯苯,治疗严重感染或由多抗药细菌,包括抗药性病原体和抗草抗性病菌(抗抗甲西辛的抗血球菌和抗卡巴匹宁的抗菌菌株,如某些亚硝基菌物种)的药物中间体;特别有效防治包括内肠杆菌(MI90:0.08-0.15毫克/升),甲菌类(大于90%的菌株的MIC < 4毫克/L),甲虫菌(包括抗丙胺菌株,MIC:0.06-1毫克/立方),鼻鼻鼻腔炎(比菌更强大15倍),丙酰酶-内腺性静血球杆菌和大多数脑膜炎菌株(MIC:1.06-4毫克/利方);还活跃于抗乙基异构体的亚氧菌菌.

MSDS等安全信息

• GHS象形图
• GHS符号GHS07;
  注释: Exclamation mark
• 危险类别急性毒性 类别4(经口)
  特定目标器官毒性 - 单次接触 类别3
  皮肤腐蚀/刺激 类别2
  严重眼刺激 类别2
• 警示词Warning(警告)
• 危险描述H302 |吞咽有害.
  H335 |可能引起呼吸道刺激.
  H315 |造成皮肤刺激.
  H319 |造成严重眼刺激.
• 防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
• 危险品标志Xi
• 安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body

欧盟法规

上下游产品

合成工艺路线路线简述

• 合成目标产物 Side Chain For Meropenem 主要起始原料 1,2-Pyrrolidinedicarboxylic Acid, 4-Mercapto-, 1-[(4-Nitrophenyl)Methyl] Ester, (2S,4S)- And Dimethylamine Hydrochloride
• 151072-00-3 = 96034-64-9
  反应条件:1.1 Solvents: Tetrahydrofuran,Water; 1 H,Cooled
  标题:Improved Process For Producing Intermediate For Side Chain Of Carbapenem
  参考文献:World Intellectual Property Organization]
  
  2178095-34-4 = 96034-64-9
  反应条件:1.1 Reagents: Isopropyl Chloroformate,Triethylamine,Methanesulfonyl Chloride,Tributylphosphine,Sodium Chloride,Sodium Hydrosulfide Solvents: Dichloromethane,Water; 0 - 3 °C
  标题:Continuous Production Method For Meropenem Side Chain From O Powder And Activator And Device
  参考文献:China]
  
  2178095-34-4 = 96034-64-9
  反应条件:1.1 Reagents: Ethylenediaminetetraacetic Acid,Disodium Sulfide,Magnesium Chloride,Polyoxyethylene Sorbitan Monooleate,Sorbitan (Ester) Catalysts: Serine O-Acetyltransferase,Acetylserine Sulfhydrylase Solvents: Water; Ph 7,35 °C
  标题:Bioconversion Method Of Penem Pharmaceutical Intermediate
  参考文献:China]
  
  127966-47-6 + 506-59-2 = 96034-64-9
  反应条件:1.1 Reagents: Diisopropylethylamine; 3 H,0 - 5 °C
  标题:Process For Preparation Of Penem Pharmaceutical Thiol Side Chain
  参考文献:China]
  
  151072-00-3 + 506-59-2 = 96034-64-9
  反应条件:1.1 Catalysts: Potassium Hydroxide Solvents: Ethyl Acetate,Water; 25 °C1.2 Reagents: Acetic Acid Solvents: Water; Ph 7.0
  标题:Method For Green Preparation Of Purification Meropenem Side Chain
  参考文献:China]
  
  96034-61-6 = 96034-64-9
  反应条件:1.1 Reagents: Sodium Hydroxide
  标题:Some Improvements In Total Synthesis Of Meropenem
  作者:Hu,Lai-Xing; Liu,Jun; Jin,Jie
  参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2000 卷标:31(7) 页码:290-292]
  
  127966-47-6 + 506-59-2 = 96034-64-9
  反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Dimethylformamide; 10 Min,0 - 5 °C1.2 3 H,0 - 5 °C1.3 Reagents: Water
  标题:Penem Pharmaceutical Intermediate And Preparation Method Thereof
  参考文献:China]
  
  936226-36-7 = 96034-64-9
  反应条件:1.1 Reagents: Tributylphosphine Solvents: Tetrahydrofuran,Water; 30 Min,Rt
  标题:Method For Synthesis Of Meropenem
  参考文献:China]
  
  96034-61-6 = 96034-64-9
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 0 - 5 °C; 15 Min,0 - 15 °C1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 101.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 1
  标题:Synthesis Of Meropenem Trihydrate
  作者:Zhao,Yanfang; Hao,Jinheng; Li,Juan; Liu,Yajing; Yang,Youbin; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2005 卷标:15(2) 页码:97-99]
  
  151072-00-3 + 506-59-2 = 96034-64-9
  反应条件:1.1 Solvents: Acetone; Rt -> 10 °C1.2 Reagents: Triethylamine; 15 - 20 °C; 30 Min,15 - 20 °C
  标题:Method For Preparation Of Bicyclic Intermediate And Application For Preparation Penem-Like Side Chain
  参考文献:World Intellectual Property Organization]
  
  96034-61-6 = 96034-64-9
  反应条件:1.1 Reagents: Acetyl Chloride Solvents: Methanol; 5 H,25 °C
  标题:A Process For The Preparation Of Carbapenem Compounds
  参考文献:World Intellectual Property Organization]
  
  96034-61-6 = 96034-64-9
  反应条件:1.1 Catalysts: Acetyl Chloride Solvents: Methanol; 6 H,Rt
  标题:Deacetylation Of Thioacetate Using Acetyl Chloride In Methanol
  作者:Tewari,Neera; Nizar,Hashim; Mane,Avinash; George,Vinod; Prasad,Mohan
  参考文献:Synthetic Communications 日期:2006 卷标:36(13) 页码:1911-1914]
  
  130625-69-3 = 96034-64-9
  反应条件:1.1 Reagents: Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Tetrahydrofuran; 0.5 H,0 °C; 1 H,0 °C1.2 0.5 H,0 °C; 1 H,0 °C; 2 H,Rt1.3 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 0.5 H,Cooled; 0.5 H,Cooled1.4 Reagents: Hydrochloric Acid Solvents: Water; Acidified
  标题:New Synthesis Method Of Sidechain Of Meropenem
  作者:Lin,Qi-Si; Mou,Jie; Zhang,Ling
  参考文献:Guangzhou Huagong 日期:2013 卷标:41(22) 页码:47-48]
  
  130625-70-6 = 96034-64-9
  反应条件:1.1 Reagents: Potassium Thioacetate Solvents: Dimethylformamide; Rt -> 35 °C; 15 H,35 °C1.2 Reagents: Water; 1 H,0 °C1.3 Reagents: Sodium Hydroxide Solvents: Methanol,Dichloromethane,Water; Rt -> -18 °C; 10 Min,-18 °C1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 11.5 Reagents: Tributylphosphine Solvents: Methanol; Cooled
  标题:Process For Preparation Of Intermediate For Meropenem
  参考文献:China

海关参考信息

• 2902300000-甲苯
  2906210000-苄醇
  2912110000-甲醛
  2912120000-乙醛
• 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
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