Flomoxef sodium

Base Information

• Chemical Name: Flomoxef sodium
• CAS No.: 92823-03-5
• Molecular Formula: C15H18 F2 N6 O7 S2 . Na
• Molecular Weight: 518.455
• Mol file: 92823-03-5.mol

Synonyms:5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[[(difluoromethyl)thio]acetyl]amino]-3-[[[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]thio]methyl]-7-methoxy-8-oxo-,monosodium salt, (6R,7R)- (9CI); 5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[[(difluoromethyl)thio]acetyl]amino]-3-[[[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]thio]methyl]-7-methoxy-8-oxo-,monosodium salt, (6R-cis)-; 6315 S Shionogi; 6315S; Flomoxef sodium; Flomoxefsodium salt; Flumarin

Chemical Property of Flomoxef sodium

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 222.43000
• Density: 1.85g/cm³
• LogP: -2.29650
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

FlomoxefSodium ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Flomoxef Sodium is a sodium salt derivative of Flomoxef (F401850); an oxacephem derived beta-lactam antibiotic that is particularly effective against gram-positive bacteria.

Technology Process of Flomoxef sodium

There total 6 articles about Flomoxef sodium 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: 97.7%

flomoxef (99665-00-6) → sodium (6R,7R)-7-(2-((difluoromethyl)thio)acetamido)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-formate (92823-03-5)

Guidance literature:

With sodium 2-ethylhexanoic acid; In ethyl acetate; at 25 ℃; for 0.5h; Solvent; Temperature; Reagent/catalyst; Concentration;

Reference yield:

(6R,7R)-7-(amino)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-formic acid diphenylmethyl ester (103057-61-0) → sodium (6R,7R)-7-(2-((difluoromethyl)thio)acetamido)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-formate (92823-03-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl-formamide / 4 h / 25 °C

2: trifluoroacetic acid / dichloromethane / 1 h / -20 °C

3: sodium 2-ethylhexanoic acid / ethanol / 1 h / 0 °C

With triethylamine; trifluoroacetic acid; sodium 2-ethylhexanoic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(6R,7R)-7-(2-((difluoromethyl)thio)acetamido)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-formic acid diphenylmethyl ester (949587-46-6) → sodium (6R,7R)-7-(2-((difluoromethyl)thio)acetamido)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-formate (92823-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 1 h / -20 °C

2: sodium 2-ethylhexanoic acid / ethanol / 1 h / 0 °C

With trifluoroacetic acid; sodium 2-ethylhexanoic acid; In ethanol; dichloromethane;

upstream raw materials:

flomoxef

(6R,7R)-7-(amino)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-formic acid diphenylmethyl ester

(6R,7R)-7-(2-((difluoromethyl)thio)acetamido)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxyl-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-formic acid diphenylmethyl ester

(6R,7R)-benzhydryl 7-(4-methylbenzamide)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate

Refernces

• 1、 -. "A method for the preparation of fluorine oxygen spore sodium". Paragraph 0057-0065. . Retrieved 2017/12/02.
• 2、 -. "PROCESS FOR PREPARING FLOMOXEF SODIUM". Paragraph 0029-0030. . Retrieved 2016/12/26.