acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate

Base Information

• Chemical Name: acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate
• CAS No.: 54011-14-2
• Molecular Formula: C₁₉H₂₀N₂O₆S
• Molecular Weight: 404.444
• Mol file: 54011-14-2.mol

Synonyms:acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate

Chemical Property of acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate

There total 6 articles about acetoxymethyl 7β-phenylacetamido-3-methyl-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: 80.0%

acetoxymethyl 6β-phenylacetamidopenicillanate 1-oxide (53982-53-9) → acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate (54011-14-2)

Guidance literature:

With pyridine monophosphoran; In 1,4-dioxane; for 7h; Heating;

Reference yield: 67.8%

Chloromethyl acetate (625-56-9) + 7-phenylacetamidodesacetoxycephalosporanic acid (27255-72-7) → acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate (54011-14-2)

Guidance literature:

With dmap; triethylamine; In acetone; at 20 ℃; for 14h;

DOI:10.1007/s10600-007-0043-z

Reference yield:

Maripen (983-85-7) → acetoxymethyl 7β-phenylacetamido-3-methyl-3-cephem-4-carboxylate (54011-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: perbenzoic acid / CHCl₃ / 1 h / 0 °C

2: 80 percent / pyridine monophosphoran / dioxane / 7 h / Heating

With Perbenzoic acid; In 1,4-dioxane; chloroform;

upstream raw materials:

acetoxymethyl 6β-phenylacetamidopenicillanate 1-oxide

Chloromethyl acetate

7-phenylacetamidodesacetoxycephalosporanic acid

Penicillin G potassium

Downstream raw materials:

3-deacetyloxy-7-aminocephalosporanic acid

acetoxymethyl 7β-phenylacetamido-3-methyl-2-cephem-4-carboxylate 1S-(β)-oxide

acetoxymethyl 7β-phenylacetamido-3-methyl-2-cephem-4-carboxylate 1,1-dioxide

acetoxymethyl 7β-phenylacetamido-2-methylene-3-methyl-2-cephem-4-carboxylate 1-oxide

Refernces

• 1、 Gunda,Jaszberenyi Cs.,Farkas,Bognar. "Simple preparation of 7-amino-3-deacetoxycephalosporanic acid from acetoxymethyl benzylpenicillinate". . p. 411 - 413. Retrieved 2007/10/02.