(1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide

Base Information

• Chemical Name: (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide
• CAS No.: 134930-76-0
• Molecular Formula: C₁₉H₂₂N₂O₅S
• Molecular Weight: 390.46
• Mol file: 134930-76-0.mol

Synonyms:(1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide

Chemical Property of (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide

There total 6 articles about (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide 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: 87.0%

(1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylic acid 1-oxide (134931-68-3) → (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide (134930-76-0)

Guidance literature:

With triethylamine; In acetone; for 20h;

Reference yield:

2,2,2-Trichloroethyl (6R,7R)-3-methyl-<(phenoxyacetyl)amino>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate (24647-47-0) → (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide (134930-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / Et₃N / 18 h / Ambient temperature

2: 85 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 0 °C

3: 1) glacial acetic acid, zinc powder, 2) aq. NaHCO₃ / 1) DMF, 1 h, r.t., 2) ethyl acetate

With sodium hydrogencarbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In dichloromethane;

Reference yield:

diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate (10209-10-6) → (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamido-ceph-3-em 1-oxide (134930-76-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / Et₃N / 24 h / Ambient temperature

2: 85 percent / m-CPBA / CH₂Cl₂ / 1 h / 0 °C

3: 76 percent / anisole, trifluoroacetic acid / 0.17 h / Ambient temperature

4: 87 percent / Et₃N / acetone / 20 h

With methoxybenzene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In dichloromethane; acetone;

upstream raw materials:

(1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylic acid 1-oxide

2,2,2-Trichloroethyl (6R,7R)-3-methyl-<(phenoxyacetyl)amino>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate

diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate

trichloroethyl (6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylate

Downstream raw materials:

(6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-3-em