ME 1207E

Base Information

• Chemical Name: ME 1207E
• CAS No.: 138514-32-6
• Molecular Formula: C25H28N6O7S3
• Molecular Weight: 620.731
• Mol file: 138514-32-6.mol

Synonyms:Pivaloyloxymethyl 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3(E)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylate;cefditoren pivoxil;ME 1207E;

Chemical Property of ME 1207E

Chemical Property:

• PSA: 257.18000
• LogP: 3.20810

Purity/Quality:

97% ^*data from raw suppliers

ME1207E ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: ME 1207E is an isomer of Cefditoren Pivoxil (C242700), an antibacterial, third generation cephalosporin.

Technology Process of ME 1207E

There total 11 articles about ME 1207E 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:

sodium (6R,7R)-7-[2-amino-4-thiazolyl[(methoxyimino)acetyl]amino]-3-[(E/Z)-2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylate + iodomethyl pivaloate (53064-79-2) → cefditoren pivoxil (117467-28-4) + Pivaloyloxymethyl 7-<(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(E)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylate (138514-32-6)

Guidance literature:

In DMF (N,N-dimethyl-formamide); at -15 - -10 ℃; for 1h;

Reference yield:

4-methyl-1,3-thiazole-5-carbaldehyde (82294-70-0) → Pivaloyloxymethyl 7-<(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(E)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylate (138514-32-6)

Guidance literature:

Multi-step reaction with 5 steps

1: NaHCO₃ / CH₂Cl₂; H₂O / 17 h / Ambient temperature

2: 1) POCl₃, pyridine, 2) MeOH / 1) CH₂Cl₂, 0-5 deg C, 2 h, 2) 0-5 deg C, 1 h

3: POCl₃, pyridine / CH₂Cl₂ / 2 h / -20 - -10 °C

4: CF₃CO₂H, anisole / 1 h / 0 °C

5: dimethylformamide / 1 h / -20 °C

With pyridine; methanol; sodium hydrogencarbonate; methoxybenzene; trifluoroacetic acid; trichlorophosphate; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2433

Reference yield:

(6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (104146-10-3) → Pivaloyloxymethyl 7-<(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(E)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylate (138514-32-6)

Guidance literature:

Multi-step reaction with 6 steps

1: NaI / acetone / 2 h / Ambient temperature

2: NaHCO₃ / CH₂Cl₂; H₂O / 17 h / Ambient temperature

3: 1) POCl₃, pyridine, 2) MeOH / 1) CH₂Cl₂, 0-5 deg C, 2 h, 2) 0-5 deg C, 1 h

4: POCl₃, pyridine / CH₂Cl₂ / 2 h / -20 - -10 °C

5: CF₃CO₂H, anisole / 1 h / 0 °C

6: dimethylformamide / 1 h / -20 °C

With pyridine; methanol; sodium hydrogencarbonate; methoxybenzene; trifluoroacetic acid; sodium iodide; trichlorophosphate; In dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1248/cpb.39.2433

upstream raw materials:

Chloromethyl pivalate

7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(E)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt

4-methyl-1,3-thiazole-5-carbaldehyde

(6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester