cefotaxime

Base Information

• Chemical Name: cefotaxime
• CAS No.: 152186-43-1
• Molecular Formula: C₁₆H₁₇N₅O₇S₂
• Molecular Weight: 455.472
• Mol file: 152186-43-1.mol

Synonyms:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, [6R-[6α,7α(Z)]]-

Chemical Property of cefotaxime

Chemical Property:

• Refractive Index: 1.778
• Density: 1.8g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cefotaxime

There total 56 articles about cefotaxime which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate (80756-85-0) + 7-Aminocephalosporanic acid (957-68-6) → cefotaxime (63527-52-6,152186-43-1)

Guidance literature:

With TEA; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0014-827X(00)00058-6

Reference yield: 94.4%

diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate (162208-27-7) + 7-Aminocephalosporanic acid (957-68-6) → cefotaxime (63527-52-6,152186-43-1)

Guidance literature:

7-Aminocephalosporanic acid; With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane; at 20 ℃; for 1h;

diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate; In dichloromethane; at 20 ℃; for 8h;

With sodium hydroxide; In dichloromethane; water; at 15 - 20 ℃; pH=7.5 - 7.8;

Reference yield: 93.1%

C21H16N6O3S + 7-Aminocephalosporanic acid (957-68-6) → cefotaxime (63527-52-6,152186-43-1)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at -5 - 0 ℃; for 1h; Temperature;

upstream raw materials:

2-(2-amino-1,3-thiazol-4-yl)-1-(1,3-benzothiazol-2-ylsulfanyl)-2-(methoxyimino)ethan-1-one

7-aminocephalosporanic acid

4-(diethylphosphoryl)-2-(2-amino-4-thiazolyl)-2-syn-(2-methoxyimino)acetate

cefotaxime

Downstream raw materials:

cefotaxime sodium salt

benzhydryl (6R,7R, Z)-3-(acetoxymethyl)-7-(2-(methoxyimino)-2-(2-(2-(tritylamino)acetamido)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate

desacetyl cefotaxime

desacetylcefotaxime

Refernces

• 1、 -. "Cefotaxime sodium pharmaceutical preparation, and application thereof in treatment of new salmonella infection indications including typhoid and paratyphoid". . . Retrieved 2020/09/20.
• 2、 -. "Preparation method for improving product quality of cefotaxime sodium". Paragraph 0018; 0048-0049; 0052-0053; 0056-0057. . Retrieved 2019/10/10.