2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide

Base Information

Chemical Name:2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide
CAS No.:85954-93-4
Molecular Formula:C₁₈H₁₆BrCl₃N₂O₆S
Molecular Weight:574.664
Hs Code.:

Synonyms:2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide

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Chemical Property of 2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide

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Technology Process of 2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide

There total 4 articles about 2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 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: 28.0%

: 33748-41-3
2,2,2-trichloroethyl(6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate

: 85954-93-4
2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide

Guidance literature:: With N-Bromosuccinimide; potassium acetate; In water; acetic acid; at 0 ℃; for 0.75h;
DOI:10.1016/S0040-4020(01)91829-0

Reference yield:

: 24689-52-9
2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide

: 85954-93-4
2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide

Guidance literature:: Multi-step reaction with 3 steps

1: NBS / 1,2-dichloro-ethane / 1.42 h / -10 °C / Irradiation

2: 49.7 percent / PBr₃ / CH₂Cl₂ / -50 deg C, 1 h; to 0 deg C 30 min

3: 28 percent / NBS, AcOK / acetic acid; H₂O / 0.75 h / 0 °C

With N-Bromosuccinimide; potassium acetate; phosphorus tribromide; In dichloromethane; water; acetic acid; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)91829-0

Reference yield:

: 24647-47-0
2,2,2-Trichloroethyl (6R,7R)-3-methyl-<(phenoxyacetyl)amino>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate

: 85954-93-4
2,2,2-trichloroethyl(1R,6R,7R)-3-bromomethyl-7-phenoxyacetamidoceph-3-em-4-carboxylate 1-oxide

Guidance literature:: Multi-step reaction with 4 steps

1: 62.6 percent / peracetic acid / CH₂Cl₂ / 0.05 h / 20 - 30 °C

2: NBS / 1,2-dichloro-ethane / 1.42 h / -10 °C / Irradiation

3: 49.7 percent / PBr₃ / CH₂Cl₂ / -50 deg C, 1 h; to 0 deg C 30 min

4: 28 percent / NBS, AcOK / acetic acid; H₂O / 0.75 h / 0 °C

With peracetic acid; N-Bromosuccinimide; potassium acetate; phosphorus tribromide; In dichloromethane; water; acetic acid; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)91829-0