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

Base Information

• Chemical Name: diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylate
• CAS No.: 76173-02-9
• Molecular Formula: C₃₀H₂₈N₂O₆
• Molecular Weight: 512.562
• Mol file: 76173-02-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylate 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: 100.0%

diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-methylene-1-oxadethia-3-cephem-4α-carboxylate (68314-02-3) → diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylate (76173-02-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jm00386a013

Reference yield: 88.0%

lithium methanolate (865-34-9) + (6R,7R)-3-Methyl-8-oxo-7-phenylacetylamino-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (76231-32-8) → diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-methyl-1-oxadethia-3-cephem-4-carboxylate (76173-02-9)

Guidance literature:

With tert-butylhypochlorite; In tetrahydrofuran; at -70 ℃; for 0.5h;

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

Guidance literature:

Multi-step reaction with 4 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

With pyridine; phosphorus pentachloride; magnesium; acetic acid; triethylamine; In dichloromethane;

DOI:10.1021/jm00386a013

upstream raw materials:

lithium methanolate

(6R,7R)-3-Methyl-8-oxo-7-phenylacetylamino-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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

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

Downstream raw materials:

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