CAS: 87579-78-0; (2S,5R)-Benzhydryl 3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate 4-Oxide

该化合物是一个复杂的有机化合物,其特点是双环结构,其中包括硫磺原子和氮原子,环状系统中存在一个碳箱酸功能组,这表明了潜在的酸性,而酯细胞表明它可以进行水解,释放相应的酒精和酸.该化合物的立体化学学,以(2S,5R)配置为标志,意味着其原子的具体空间安排,可能影响其生物活动和再活动.二苯甲基组有助于其亲脂性,有可能影响其溶性以及与生物膜的相互作用.此外,7氧化物组表明一种可参与各种化学反应的氯酮功能.总体而言,该化合物独特的结构特征表明它可能在药用化学中或作为有机合成中间体中具有应用性.然而,溶性,熔点和再活性等具体特性需要实证数据来进行精确的定性.

英文名称(2S,5R)-Benzhydryl 3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate 4-Oxide
中文名称苯甲基6,6-二氢杨酸1-氧化物
IUPAC名称benzhydryl (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide
其它别名Benzhydryl 6,6-Dihydropenicillic Acid 1-Oxide[tazobactam Intermediate]; (2S,5R)-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid Diphenylmethyl Ester 4-Oxide; (2S,5R)-Benzhydryl 3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate 4-Oxide; (2S,5R)-3,3-Dimethyl-7-Oxo-4- Oxide-4-Thia-1-Azabicyclo[3.2. 0]Heptane-2-Carboxylic Acid Diphenylmethyl Ester; 4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylicacid, 3,3-Dimethyl-7-Oxo-, Diphenylmethyl Ester, 4-Oxide, (2S,5R)-; Tazobactam Acid Impurity 24; Tazobactam Impurity 44; (2S,5R)-Benzhydryl 3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-
CAS编号87579-78-0
MFCD编号:MFCD11044527
分子式:C21H21NO4S
分子量:383.47
产品CID: 1883726
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: AZIUCAWYSMPKQK-HVHNRQALSA-N
InChI=1S/C21H21NO4S/c1-21(2)19(22-16(23)13-17(22)27(21)25)20(24)26-18(14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12,17-19H,13H2,1-2H3/t17-,19+,27…
计算化学: 氢键受体数4.0氢键供体数0.0可旋转键数4.0

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
安全声明H303+H313+H333

上下游产品

CAS号89786-04-9 三唑巴坦

合成工艺路线路线简述

24138-28-1 + 5350-57-2 = 87579-78-0
反应条件:1.1 Reagents: Peracetic Acid Solvents: Chloroform,Water1.2 Reagents: Potassium Iodide1.3 Reagents: Peracetic Acid Solvents: Water1.4 Reagents: Sulfuric Acid Solvents: Water2.1 Reagents: Acetic Acid,Zinc Solvents: Acetonitrile
标题:Synthesis Of 2β-Azidomethylpenicillin 1,1-Dioxides And 3β-Azido-3α-Methylcepham 1,1-Dioxides
作者:Micetich,Ronald G.; Et Al
参考文献:Synthesis 日期:1986 卷标:(4) 页码:292-6]

80353-26-0 = 87579-78-0
反应条件:1.1 Reagents: Ammonium Acetate Solvents: Tetrahydrofuran,Water; 0 °C1.2 Reagents: Zinc; 10 Min,0 °C; 3.5 H,0 °C
标题:Synthesis Of Tazobactam,β-Lactamase Inhibitor
作者:Li,Yang; Et Al
参考文献:Transactions Of Tianjin University 日期:2002 卷标:8(1) 页码:33-36]

80353-26-0 = 87579-78-0
反应条件:1.1 Reagents: Ammonium Acetate,Zinc Solvents: Tetrahydrofuran; 3 H,Rt
标题:Synthesis Of Benzhydryl S-Oxopenicillanate
作者:Xu,Wei-Liang; Et Al
参考文献:Jingxi Huagong 日期:2003 卷标:20(11) 页码:700-701]

80353-26-0 = 87579-78-0
反应条件:1.1 Reagents: Ammonium Acetate,Zinc Solvents: Tetrahydrofuran,Water; 25 °C; 1 H,25 °C
标题:Application Of Continuous Flow In Tazobactam Synthesis
作者:Zhou,Shuhao; Et Al
参考文献:Organic Process Research & Development 日期:2021 卷标:25(7) 页码:1648-1657]

85573-73-5 = 87579-78-0
反应条件:1.1 Reagents: Quinoline,Benzenesulfonyl Chloride Solvents: 1,4-Dioxane; 3.5 - 4.5 H,Reflux
标题:Selective Chlorination Of The 2β-Methylpenicillanate-1β-Oxide With Aryl Sulfonyl Chloride
作者:Li,Jihai; Et Al
参考文献:Huaxue Tongbao 日期:2003 卷标:66(12) 页码:855-858]

24138-28-1 + 5350-57-2 = 87579-78-0
反应条件:1.1 Reagents: Peracetic Acid,Potassium Iodide Solvents: Dichloromethane,Water; 1 H,0 °C2.1 Reagents: Acetic Acid,Zinc Solvents: Acetonitrile; 1 H,0 °C
标题:Crystal Structures Of Kpc-2 β-Lactamase In Complex With 3-Nitrophenyl Boronic Acid And The Penam Sulfone Psr-3-226
作者:Ke,Wei; Et Al
参考文献:Antimicrobial Agents And Chemotherapy 日期:2012 卷标:56(5) 页码:2713-2718]

24138-28-1 + 5350-57-2 = 87579-78-0
反应条件:1.1 Solvents: Dichloromethane; 0 °C1.2 Reagents: Iodine Solvents: Dichloromethane1.3 Reagents: Alumina,Potassium Peroxymonosulfate Sulfate (2Khso5.Khso4.K2So4) Solvents: Water; 30 Min,0 °C; 3 H,0 °C2.1 Reagents: Ammonium Acetate Solvents: Tetrahydrofuran,Water; 0 °C2.2 Reagents: Zinc; 10 Min,0 °C; 3.5 H,0 °C
标题:Synthesis Of Tazobactam,β-Lactamase Inhibitor
作者:Li,Yang; Et Al
参考文献:Transactions Of Tianjin University 日期:2002 卷标:8(1) 页码:33-36

6-Aminopenicillanic Acid置于sodium Tetrahydroborate,硫酸,氢溴酸,氧气,Manganese(II) Acetate,溶剂黄146,Potassium Iodide,Sodium Nitrite体系中,用乙醇,水作为反应溶剂,化学反应 9.5H,反应生成 (2S,5R)-3,3-二甲基-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-羧酸二苯甲酯 4-氧化物
参考文献:青霉烷酸二苯甲酯亚砜的制备方法
标题:青霉烷酸二苯甲酯亚砜的制备方法
摘要:本发明公开了一种青霉烷酸二苯甲酯亚砜的制备方法,它是以6‑溴代青霉烷酸为起始原料,经氧化,酯化一锅反应以及还原反应制得.还原反应采用的还原剂为硼氢化锂,硼氢化钠,硼氢化钾,硼氢化锌中的一种或两种.氧化,酯化一锅反应是先经催化氧化,再与二苯甲酮腙进行酯化反应,催化氧化体系为氧气+碱金属卤化物,碱金属卤化物为碘化钾或者碘化钠.本发明的还原体系相比于锌粉,能够获得更高的还原反应收率,而且对环境更为友好,适合工业化大生产.本发明的催化氧化体系在获得较高收率的同时生产成本较低,安全性较高,从而进一步适合工业化大生产.