7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid

Base Information

• Chemical Name: 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid
• CAS No.: 76173-03-0
• Molecular Formula: C₁₇H₁₈N₂O₆
• Molecular Weight: 346.34
• Mol file: 76173-03-0.mol

Synonyms:7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid

Chemical Property of 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid

There total 12 articles about 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid 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: 84.0%

diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylate (76173-02-9) → 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid (76173-03-0)

Guidance literature:

With trifluoroacetic acid; In various solvent(s); at 0 ℃; for 0.2h; solvent: anisole;

DOI:10.1021/jo00317a043

Reference yield:

diphenylmethyl 7β-benzamido-7α-methoxy-3-<<(1-methyl-1H-yetrazol-5-yl)thio>methyl>-1-oxadethia-3-cephem-4-carboxylate (68402-81-3) → 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid (76173-03-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 43 percent / acetic acid, magnesium / CH₂Cl₂ / 9 h / 20 °C

2: pyridine, phosphorus pentachloride / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 53.8 percent / pyridine / CH₂Cl₂ / 1.) -20 deg C, 15 min, 2.) 0 deg C, 30 min

4: 100 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

5: aluminum trichloride, anisole / nitromethane; CH₂Cl₂ / 0.67 h / -40 °C

With pyridine; aluminium trichloride; phosphorus pentachloride; magnesium; acetic acid; methoxybenzene; triethylamine; In nitromethane; dichloromethane;

DOI:10.1021/jm00386a013

Reference yield:

(2R,6R,7R)-7-Amino-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (68314-03-4) → 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylic acid (76173-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 53.8 percent / pyridine / CH₂Cl₂ / 1.) -20 deg C, 15 min, 2.) 0 deg C, 30 min

2: 100 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

3: aluminum trichloride, anisole / nitromethane; CH₂Cl₂ / 0.67 h / -40 °C

With pyridine; aluminium trichloride; methoxybenzene; triethylamine; In nitromethane; dichloromethane;

DOI:10.1021/jm00386a013

upstream raw materials:

diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylate

diphenylmethyl 7β-benzamido-7α-methoxy-3-<<(1-methyl-1H-yetrazol-5-yl)thio>methyl>-1-oxadethia-3-cephem-4-carboxylate

(2R,6R,7R)-7-Amino-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

(2R,6R,7R)-7-Benzoylamino-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester