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

Base Information

• Chemical Name: benzhydryl (7S,6R)-7-(phenoxyacetamido)-1-carba-1-dethia-3-methyl-3-cephem-4-carboxylate
• CAS No.: 123266-35-3
• Molecular Formula: C₃₀H₂₈N₂O₅
• Molecular Weight: 496.563
• Mol file: 123266-35-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about benzhydryl (7S,6R)-7-(phenoxyacetamido)-1-carba-1-dethia-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: 70.0%

diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (123078-32-0) + tetramethylstannane (594-27-4) → benzhydryl (7S,6R)-7-(phenoxyacetamido)-1-carba-1-dethia-3-methyl-3-cephem-4-carboxylate (123266-35-3)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); lithium chloride; In N,N-dimethyl-formamide; for 0.5h;

DOI:10.1021/jm00168a019

Reference yield:

p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (108493-71-6) → benzhydryl (7S,6R)-7-(phenoxyacetamido)-1-carba-1-dethia-3-methyl-3-cephem-4-carboxylate (123266-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) zinc, aq. HCl / 1.) DMF, 0 deg. C, 2.) CH₃CN, 23 deg. C

2: 70 percent / LiCl, (CH₃CN)2PdCl₂ / dimethylformamide / 35 °C

With hydrogenchloride; dichloro bis(acetonitrile) palladium(II); lithium chloride; zinc; In N,N-dimethyl-formamide;

DOI:10.1021/jo00285a037

Reference yield:

7β-[(phenoxyacetyl)amino]-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylic acid (123077-99-6) → benzhydryl (7S,6R)-7-(phenoxyacetamido)-1-carba-1-dethia-3-methyl-3-cephem-4-carboxylate (123266-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 0.5 h

2: 70 percent / lithium chloride, (CH₃CN)2PdCl₂ / dimethylformamide / 0.5 h

With dichloro bis(acetonitrile) palladium(II); lithium chloride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00168a019

upstream raw materials:

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

tetramethylstannane

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

3,3-diphenyl-3H-diazirine

Downstream raw materials:

(7S,6R)-7-(phenoxyacetamido)-1-carba-1-dethia-3-methyl-3-cephem-4-carboxylic acid