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

Base Information

• Chemical Name: trichloroethyl (6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylate
• CAS No.: 134454-79-8
• Molecular Formula: C₂₂H₂₃Cl₃N₂O₆S
• Molecular Weight: 549.859
• Mol file: 134454-79-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about trichloroethyl (6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-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: 51.0%

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) + methyl vinyl ketone (78-94-4,25038-87-3) → trichloroethyl (6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylate (134454-79-8)

Guidance literature:

With triethylamine; for 18h; Ambient temperature;

Reference yield: 85.0%

trichloroethyl (6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylate (134454-79-8) → trichloroethyl (1S,6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylate 1-oxide (134830-12-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

trichloroethyl (6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-2-em-4-carboxylate (134454-79-8) → (6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-3-em (121406-66-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 0 °C

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

3: 73 percent / pyridine, P₂S₅ / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; tetraphosphorus decasulfide; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc; In dichloromethane;

upstream raw materials:

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

methyl vinyl ketone

Downstream raw materials:

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

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

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