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

Base Information

• Chemical Name: 2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide
• CAS No.: 24689-52-9
• Molecular Formula: C₁₈H₁₇Cl₃N₂O₆S
• Molecular Weight: 495.768

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

Chemical Property of 2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide

Chemical Property:

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Technology Process of 2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide

There total 2 articles about 2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-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: 85.0%

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

Guidance literature:

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

Reference yield: 5.0%

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) → 2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide (24689-52-9) + 2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1R-(α)-oxide (24689-53-0)

Guidance literature:

With peracetic acid; In dichloromethane; at 20 - 30 ℃; for 0.05h;

DOI:10.1016/S0040-4020(01)91829-0

Reference yield: 95.0%

2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide (24689-52-9) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2,2,2-trichloroethyl 7β-phenoxyacetamido-2-methylene-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide (33213-50-2)

Guidance literature:

With dibenzylammonium trifluoroacetate salt; In dichloromethane; butan-1-ol; for 24h; Heating;

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

Downstream raw materials:

(6R)-4-diazo-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

(6R)-4t-ethoxycarbonyloxy-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

(6R)-4c-ethoxycarbonyloxy-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

(6R)-4c-(2-cyano-ethyl)-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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