benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Base Information

Chemical Name:benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
CAS No.:182186-48-7
Molecular Formula:C₂₂H₂₂N₂O₃S₂
Molecular Weight:426.56
Hs Code.:

Synonyms:benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Suppliers and Price of benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

There total 12 articles about benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-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: 50.0%

: 182186-44-3
benzyl (-)-(6S)-3-methyl-7-[[(4-methylphenyl)thio]imino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: (6S,7R)-3-Methyl-8-oxo-7-p-tolylsulfanylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

: 182186-48-7
benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; dimethyl sulfoxide; at 0 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1039/cc9960001989

Reference yield: 50.0%

: 182186-44-3
benzyl (-)-(6S)-3-methyl-7-[[(4-methylphenyl)thio]imino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 182186-48-7
benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; dimethyl sulfoxide; at 0 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(00)00486-5

Reference yield:

: 182268-34-4
benzyl (-)-(6S,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 182186-48-7
benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / propylene oxide / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 50 percent / NaBH₄ / tetrahydrofuran; dimethylsulfoxide / 0.67 h / 0 °C

With sodium tetrahydroborate; methyloxirane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: Substitution / 2: Reduction;
DOI:10.1016/S0040-4020(00)00486-5