85573-73-5 ((2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester,2S-(2α,3β,5α)-3-(Chloromethyl)-3-methyl-7-oxo-4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic Acid Diphenylmethyl Ester)

快速询单

结构式：

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl esterMOL文件

CAS号：

85573-73-5

中文名称：

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester

英文名称：

2S-(2α,3β,5α)-3-(Chloromethyl)-3-methyl-7-oxo-4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic Acid Diphenylmethyl Ester

分子式：

C₂₁H₂₀ClNO₃S

分子量：

401.906403541565

API：

Tazobactam

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)名称与标识符

名称

中文别名：

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester;他唑巴坦氯化物;

英文别名：

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester;Benzhydryl (2S,3R,5R)-3-(chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;Tazobactam RC 6;N3FZV4ADG6;(2S,3R,5R)-Benzhydryl 3-(chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;(2S,3R,5R)-Benzhydryl3-(chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;(2S,5R)-3alpha-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2beta-carboxylic acid benzhydryl ester;(2S-(2alph;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3-(chloromethyl)-3-methyl-7-oxo-, diphenylmethyl ester, [2S-(2α,3β,5α)]- (ZCI);Diphenylmethyl (2S,3R,5R)-3-(chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (ACI);Tazobactam chloride;

标识符

InChIKey：

JCCKXLWAWRUWBK-LMNJBCLMSA-N

Inchi：

1S/C21H20ClNO3S/c1-21(13-22)19(23-16(24)12-17(23)27-21)20(25)26-18(14-8-4-2-5-9-14)15-10-6-3-7-11-15/h2-11,17-19H,12-13H2,1H3/t17-,19+,21+/m1/s1

SMILES：

C([C@H]1[C@](C)(CCl)S[C@@H]2CC(N12)=O)(=O)OC(C1C=CC=CC=1)C1C=CC=CC=1

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)物化性质

计算特性

氢键供体数量 : 0
氢键受体数量 : 4
可旋转化学键数量 : 6
重原子数量 : 27
复杂度 : 558
疏水参数计算参考值（XlogP） : 4
拓扑分子极性表面积 : 71.9

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)推荐厂家更多厂家(12)

公司名称	手机号/电话	联系人	QQ	询单
湖北扬信医药科技有限公司	18071854684 0714-3999001	程舒畅	2885409691	询单
湖北瑞诺医药科技有限公司	13165688766	汪经理	3008058303	询单
深圳菲斯生物科技有限公司	18925202235	周美娇	2850179284	询单
湖北扬信医药科技有限公司	13092795037 0714-3996388	熊磊	3003473323	询单
南京望知星医药科技有限公司	18569809817	廖凯	3007551076	询单
西安德而塔生物科技有限公司	18133906270 18133906270	张女士	2590956145	询单
西安德而塔生物科技有限公司	18133906270 18133906270	张女士	2590956145	询单
西安德而塔生物科技有限公司	18133906270 18133906270	张女士	2590956145	询单
深圳振强生物技术有限公司	13670046396 86-755-66853366	颜经理	2851296953	询单
湖北扬信医药科技有限公司	18071854684 0714-3999001	程舒畅	2885409691	询单

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)合成路线

合成路线：1 步

87579-78-0

_82%

85573-73-5

反应条件：

1.1 Reagents: 2-Mercaptobenzothiazole Solvents: Toluene ; 3 h, reflux
1.2 Reagents: Sulfuryl chloride Solvents: Dichloromethane ; 0.5 h, -15 °C

参考文献：

Synthesis of tazobactam

Liu, Xiulan; et al, Taiyuan Ligong Daxue Xuebao, 2002, 33(6), 663-665

合成路线：1 步

87579-79-1

_92%

85573-73-5

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Dichloromethane , Water

参考文献：

A facile halogenative cyclization of 4-(2-benzothiazolyldithio)azetidinones (Kamiya's disulfide) into 2β-(halomethyl)penams in a two-layer system

Tanaka, Hideo; et al, Bulletin of the Chemical Society of Japan, 1989, 62(9), 3046-8

合成路线：1 步

87579-79-1

_87%

85573-73-5

反应条件：

1.1 Reagents: Cupric chloride Solvents: Dichloromethane ; 4 h, rt

参考文献：

Synthesis of Tazobactam, β-lactamase inhibitor

Li, Yang; et al, Transactions of Tianjin University, 2002, 8(1), 33-36

合成路线：1 步

87579-79-1

_86%

85573-73-5

反应条件：

1.1 Reagents: Sulfuryl chloride Solvents: Dichloromethane

参考文献：

Improved process for the synthesis of benzhydryl 2β-chloromethylpenicillanate

Chen, Wan-cheng; et al, Shanxi Daxue Xuebao, 2001, 24(4), 329-330

合成路线：2 步

100349-42-6

149-30-4

85573-73-5

反应条件：

1.1 -
2.1 Reagents: Sulfuryl chloride Solvents: Dichloromethane

参考文献：

Synthetic process of tazobactam, a β-lactamase inhibitor

Deng, Yong; et al, Zhongguo Yaowu Huaxue Zazhi, 2001, 11(2), 93-95

合成路线：2 步

123285-28-9

149-30-4

85573-73-5

反应条件：

1.1 Solvents: Toluene ; 4 h, reflux
2.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; 2 h, 0 - 5 °C

参考文献：

New process for the synthesis of tazobactam. a β-lactamase inhibitor

Hu, Yue-hua; et al, Hecheng Huaxue, 2003, 11(3), 243-245

合成路线：2 步

123285-28-9

149-30-4

85573-73-5

反应条件：

1.1 Solvents: Toluene ; 4 h, reflux
2.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; rt → 5 °C; 2 h, 0 - 5 °C

参考文献：

New method for synthesis of Tazobactam

Hu, Yue-hua; et al, Anhui Shifan Daxue Xuebao, 2003, 26(1), 48-50

合成路线：2 步

123285-28-9

149-30-4

85573-73-5

反应条件：

1.1 Solvents: Toluene
2.1 Reagents: Sulfuryl chloride Solvents: Dichloromethane

参考文献：

Improved process for the synthesis of benzhydryl 2β-chloromethylpenicillanate

Chen, Wan-cheng; et al, Shanxi Daxue Xuebao, 2001, 24(4), 329-330

合成路线：3 步

100349-41-5

85573-73-5

反应条件：

1.1 Reagents: Ammonium acetate , Zinc Solvents: Tetrahydrofuran
2.1 -
3.1 Reagents: Sulfuryl chloride Solvents: Dichloromethane

参考文献：

Synthetic process of tazobactam, a β-lactamase inhibitor

Deng, Yong; et al, Zhongguo Yaowu Huaxue Zazhi, 2001, 11(2), 93-95

合成路线：3 步

123285-25-6

85573-73-5

反应条件：

1.1 Reagents: Zinc , Ammonium chloride Solvents: Water ; 1 h, 10 °C
2.1 Solvents: Toluene ; 4 h, reflux
3.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; 2 h, 0 - 5 °C

参考文献：

New process for the synthesis of tazobactam. a β-lactamase inhibitor

Hu, Yue-hua; et al, Hecheng Huaxue, 2003, 11(3), 243-245

合成路线：3 步

123285-25-6

85573-73-5

反应条件：

1.1 Reagents: Zinc , Ammonium chloride Solvents: Ethyl acetate , Water ; 1 h, 10 °C; 30 min, 5 °C
2.1 Solvents: Toluene ; 4 h, reflux
3.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; rt → 5 °C; 2 h, 0 - 5 °C

参考文献：

New method for synthesis of Tazobactam

Hu, Yue-hua; et al, Anhui Shifan Daxue Xuebao, 2003, 26(1), 48-50

合成路线：3 步

80353-26-0

85573-73-5

反应条件：

1.1 Reagents: Ammonium acetate Solvents: Tetrahydrofuran , Water ; 0 °C
1.2 Reagents: Zinc ; 10 min, 0 °C; 3.5 h, 0 °C
2.1 Solvents: Toluene ; 80 °C; 5 min, 80 °C → reflux; 90 min, reflux
3.1 Reagents: Cupric chloride Solvents: Dichloromethane ; 4 h, rt

参考文献：

Synthesis of Tazobactam, β-lactamase inhibitor

Li, Yang; et al, Transactions of Tianjin University, 2002, 8(1), 33-36

合成路线：3 步

80353-26-0

85573-73-5

反应条件：

1.1 Reagents: Acetic acid , Zinc Solvents: Acetonitrile
2.1 Solvents: Toluene
3.1 Reagents: Cupric chloride Solvents: Dichloromethane

参考文献：

Synthesis of 2β-azidomethylpenicillin 1,1-dioxides and 3β-azido-3α-methylcepham 1,1-dioxides

Micetich, Ronald G.; et al, Synthesis, 1986, (4), 292-6

合成路线：4 步

24138-28-1

5350-57-2

85573-73-5

反应条件：

1.1 Solvents: Dichloromethane ; 0 °C
1.2 Reagents: Iodine Solvents: Dichloromethane
1.3 Reagents: Alumina , Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4) Solvents: Water ; 30 min, 0 °C; 3 h, 0 °C
2.1 Reagents: Ammonium acetate Solvents: Tetrahydrofuran , Water ; 0 °C
2.2 Reagents: Zinc ; 10 min, 0 °C; 3.5 h, 0 °C
3.1 Solvents: Toluene ; 80 °C; 5 min, 80 °C → reflux; 90 min, reflux
4.1 Reagents: Cupric chloride Solvents: Dichloromethane ; 4 h, rt

参考文献：

Synthesis of Tazobactam, β-lactamase inhibitor

Li, Yang; et al, Transactions of Tianjin University, 2002, 8(1), 33-36

合成路线：4 步

24138-28-1

5350-57-2

85573-73-5

反应条件：

1.1 Reagents: Manganese oxide (MnO2) Solvents: Methanol
2.1 Reagents: Ammonium acetate , Zinc Solvents: Tetrahydrofuran
3.1 -
4.1 Reagents: Sulfuryl chloride Solvents: Dichloromethane

参考文献：

Synthetic process of tazobactam, a β-lactamase inhibitor

Deng, Yong; et al, Zhongguo Yaowu Huaxue Zazhi, 2001, 11(2), 93-95

合成路线：4 步

24138-28-1

5350-57-2

85573-73-5

反应条件：

1.1 Reagents: Peracetic acid Solvents: Chloroform , Water
1.2 Reagents: Potassium iodide
1.3 Reagents: Peracetic acid Solvents: Water
1.4 Reagents: Sulfuric acid Solvents: Water
2.1 Reagents: Acetic acid , Zinc Solvents: Acetonitrile
3.1 Solvents: Toluene
4.1 Reagents: Cupric chloride Solvents: Dichloromethane

参考文献：

Synthesis of 2β-azidomethylpenicillin 1,1-dioxides and 3β-azido-3α-methylcepham 1,1-dioxides

Micetich, Ronald G.; et al, Synthesis, 1986, (4), 292-6

合成路线：4 步

75527-84-3

85573-73-5

反应条件：

1.1 Reagents: Formic acid , Hydrogen peroxide Solvents: Water ; 30 min, 0 - 5 °C; 4 h
2.1 Reagents: Zinc , Ammonium chloride Solvents: Water ; 1 h, 10 °C
3.1 Solvents: Toluene ; 4 h, reflux
4.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; 2 h, 0 - 5 °C

参考文献：

New process for the synthesis of tazobactam. a β-lactamase inhibitor

Hu, Yue-hua; et al, Hecheng Huaxue, 2003, 11(3), 243-245

合成路线：4 步

75527-84-3

85573-73-5

反应条件：

1.1 Reagents: Acetic acid , Hydrogen peroxide Solvents: Water ; 30 min; 4 h
2.1 Reagents: Zinc , Ammonium chloride Solvents: Ethyl acetate , Water ; 1 h, 10 °C; 30 min, 5 °C
3.1 Solvents: Toluene ; 4 h, reflux
4.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; rt → 5 °C; 2 h, 0 - 5 °C

参考文献：

New method for synthesis of Tazobactam

Hu, Yue-hua; et al, Anhui Shifan Daxue Xuebao, 2003, 26(1), 48-50

8001-48-7(儿茶提取物) 80064-67-1((ASN5)-DELTA-SLEEP INDUCING PEPTIDE) 80110-35-6(methyl 3-aminoadamantane-1-carboxylate;hydrochloride) 8021-99-6(活性炭) 80259-15-0(2-(4-硝基苯基)乙烷磺酰氯) 80452-55-7(7-氯-2,3,4,5-四氢-1H-1-苯并氮杂-2,5-二酮) 8046-97-7(马钱子提取物) 80489-67-4((1Z,5E,8Z,10E,12R)-5,9-Dimethyl-12-isopropyl-1,5,8,10-cyclotetradecatetrene-1-carboxylic acid)

960化工网为您提供(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester专业化合物百科信息，包括中文名，英文名，分子式，分子量，以及该化合物的CasNo.85573-73-5,相关理化性质;并提供了优质生产厂家信息包括厂家名称和联系方式等。 WAP版:85573-73-5 国际站:85573-73-5

85573-73-5 ((2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester,2S-(2α,3β,5α)-3-(Chloromethyl)-3-methyl-7-oxo-4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic Acid Diphenylmethyl Ester)

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)名称与标识符

名称

标识符

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)物化性质

计算特性

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)推荐厂家 更多厂家(12)

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)合成路线

目录

(2S,5R)-3α-Chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid benzhydryl ester(85573-73-5)推荐厂家更多厂家(12)