benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate

Base Information

• Chemical Name: benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate
• CAS No.: 123266-26-2
• Molecular Formula: C₂₉H₂₆N₂O₅
• Molecular Weight: 482.536
• Mol file: 123266-26-2.mol

Synonyms:benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate

Chemical Property of benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate

There total 5 articles about benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-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: 91.0%

diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (123078-32-0) → benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate (123266-26-2)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); 2,6-di-tert-butyl-4-methyl-phenol; tetra-n-butyltin(IV); lithium chloride; In N,N-dimethyl-formamide; at 70 ℃; for 1.5h;

DOI:10.1021/jo00285a037

Reference yield: 10.0%

tributyl(methoxymethyl)stannane (27490-32-0) + diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (123078-32-0) → benzhydryl (7S,6R)-7-(phenoxyacetamido)-3-(methoxymethyl)-1-carba-1-dethia-3-cephem-4-carboxylate (123266-36-4) + benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate (123266-26-2)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); tetra-n-butyltin(IV); lithium chloride; In N,N-dimethyl-formamide; at 40 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo00285a037

Reference yield: 10.0%

diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (123078-32-0) + (tributylstannyl)methyl benzoate (74141-10-9) → benzhydryl (6R,7S)-7-(phenoxyacetamido)-1-carba-1-dethia-3-hydro-3-cephem-4-carboxylate (123266-26-2) + (6R,7S)-3-Benzoyloxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (123266-37-5)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); tetra-n-butyltin(IV); lithium chloride; In N,N-dimethyl-formamide; at 60 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo00285a037

upstream raw materials:

tributyl(methoxymethyl)stannane

diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate

(tributylstannyl)methyl benzoate

p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate