diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate

Base Information

• Chemical Name: diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate
• CAS No.: 24647-44-7
• Molecular Formula: C₂₉H₂₆N₂O₅S
• Molecular Weight: 514.602
• Mol file: 24647-44-7.mol

Synonyms:diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate

Chemical Property of diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate

There total 5 articles about diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-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:

methyllithium (917-54-4) + diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate (130516-07-3) → diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate (24647-44-7) + diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate (10209-10-6)

Guidance literature:

With 1.) CuCN; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexanes, 20 min 2.) THF, -78 deg C, 60 min;

DOI:10.1021/jo00060a054

Reference yield:

methyllithium (917-54-4) + Diphenylmethyl 2-<(3R,4R)-4-<(benzothiazol-2-yl)dithio>-3-(phenoxyacetamido)-2-oxoazetidin-1-yl>-2,3-butadienoate (143159-88-0) → diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate (24647-44-7) + diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate (10209-10-6) + (6R,7R)-3-(Benzothiazol-2-ylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:

With copper(l) iodide; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) THF, hexane, 20 min, 2.) THF, -78 deg C, 1 h;

DOI:10.1021/jo00096a045

Reference yield:

diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate (130516-07-3) + (Z)-1-propenyltributyltin (66680-84-0,66680-85-1,105494-65-3) → diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-methylceph-2-em-4-carboxylate (24647-44-7) + diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate (10209-10-6) + diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<(Z)-1-propenyl>ceph-3-em-4-carboxylate (130516-13-1) + diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<(Z)-1-propenyl>ceph-2-em-4-carboxylate

Guidance literature:

With methyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexanes, room temp., 3.0 h 2.) THF, -78 deg C, 60 min;

DOI:10.1021/jo00060a054

upstream raw materials:

methyllithium

diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate

Diphenylmethyl 2-<(3R,4R)-4-<(benzothiazol-2-yl)dithio>-3-(phenoxyacetamido)-2-oxoazetidin-1-yl>-2,3-butadienoate

lithium dimethylcuprate