CID 123891

Base Information

• Chemical Name: CID 123891
• CAS No.: 65052-63-3
• Molecular Formula: C14H15N5O5S2
• Molecular Weight: 397.436
• Hs Code.: 2941906000
• European Community (EC) Number: 675-838-9
• Wikipedia: Cefetamet
• NCI Thesaurus Code: C76164
• Mol file: 65052-63-3.mol

Synonyms:2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido-3-desacetoxyceph-3-em-4-carboxylic acid;cefetamet;LY 97964;LY-97964;Ro 15-8074;Ro-15-8074

Chemical Property of CID 123891

Chemical Property:

• Refractive Index: 1.82
• PKA: 3.11±0.50(Predicted)
• PSA: 200.75000
• Density: 1.83 g/cm³
• LogP: 0.74430
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 397.05146094
• Heavy Atom Count: 26
• Complexity: 712

Purity/Quality:

98%min ^*data from raw suppliers

Cefetamet ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
• Isomeric SMILES: CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
• Description: Ceftazidime hydrochloride is an oral third-generation cephalosporin, which has the same antibacterial activity against gram-positive bacteria as cefixime, and is superior to cefaclor, especially against Streptococcus pneumoniae and Streptococcus pyogenes. It has obvious antibacterial activity against a variety of gram-negative bacteria such as Escherichia coli, Proteus, Klebsiella pneumoniae, Haemophilus influenzae, and Neisseria gonorrhoeae, especially against Serratia, indole-positive Proteus, Enterobacter The antibacterial activity of Citrobacter and Citrobacter was significantly enhanced.
• Uses: Cefetamet is a third-generation cephalosporin antibiotic and the active agent of Cefeamet pivoxil (C242780) after hydrolysis.

Technology Process of CID 123891

There total 18 articles about CID 123891 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: 98.5%

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate (80756-85-0) + 7-aminodesacetoxycephalosporanic acid (26395-99-3) → (Z)-7-[(2-amino-4-thiazolyl-2-methoxyiminoacetylamino)]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (65052-63-3,65052-69-9)

Guidance literature:

With dmap; triethylamine; In water; acetone; at 20 ℃; for 3.5h; Time;

Reference yield: 98.23%

3-deacetyloxy-7-aminocephalosporanic acid (22252-43-3,26395-99-3,70287-30-8,72059-35-9) + ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate (64485-88-7) → cefetamet (65052-63-3)

Guidance literature:

With trimethylaluminum; In hexane; dichloromethane; at 35 ℃; for 2h; Concentration;

Reference yield: 92.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + ester, 2-mercapto-5-phenyl-1,3,4-oxadiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino acetate + 7-Aminodiacetyloxy cephalosporanic acid → cefetamet (65052-63-3)

Guidance literature:

With triethanolamine; In water;

upstream raw materials:

t-butyl 7α-amino-3-methyl-3-cephem-4-carboxylate

2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid

Cefetamet pivoxil

ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate

Refernces

• 1、 -. "A process for the preparation of cephalosporin he beautiful acid". Paragraph 0007;0037; 0038. . Retrieved 2017/02/23.
• 2、 -. "NOVEL INTERMEDIATES FOR SYNTHESIS OF CEPHALOSPORINS AND PROCESS FOR PREPARATION OF SUCH INTERMEDIATES". Page 32. . Retrieved 2008/06/13.