1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethenyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo- , (4-methoxyphenyl)methyl ester, (E,E)-

Base Information

Chemical Name:1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethenyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo- , (4-methoxyphenyl)methyl ester, (E,E)-
CAS No.:91832-22-3
Molecular Formula:C₂₂H₂₄N₂O₆S
Molecular Weight:444.508
Hs Code.:

1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,
3-[[2-(acetylamino)ethenyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo-
, (4-methoxyphenyl)methyl ester, (E,E)-

Synonyms:

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

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Chemical Property of 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethenyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo- , (4-methoxyphenyl)methyl ester, (E,E)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethenyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo- , (4-methoxyphenyl)methyl ester, (E,E)-

There total 11 articles about 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethenyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo- , (4-methoxyphenyl)methyl ester, (E,E)- 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: 58.0%

: 91832-20-1,91878-14-7,109281-48-3,109281-49-4
p-methoxybenzyl (5R^*,6S^*)-2-(E)-(2-acetamidoethenyl)thio-6-(4-methyl-2-oxo-1,3-dioxolan-4-yl)carbapen-2-em-3-carboxylate

: 91832-22-3
p-methoxybenzyl 2-(E)-(2-acetamidoethenyl)thio-6-<(E)-1-(hydroxymethyl)ethylidene>carbapen-2-em-3-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In [D₃]acetonitrile; toluene; for 0.5h; Ambient temperature;
DOI:10.1248/cpb.33.4346

Reference yield:

: malonic acid mono-p-methoxybenzyl ester monomagnesium salt

: 91832-22-3
p-methoxybenzyl 2-(E)-(2-acetamidoethenyl)thio-6-<(E)-1-(hydroxymethyl)ethylidene>carbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / N,N'-carbonyldiimidazol / tetrahydrofuran / 5 h / Ambient temperature

2: 94 percent / triethylamine, p-toluenesulfonyl azide / acetonitrile / 0.5 h

3: 79 percent / rhodium(II) acetate / benzene / 0.17 h / 80 °C

4: 1.) diphenylchlorophosphate, diisipropylethylamine; 2.) NaI / 1.) CH₃CN, 10 min, ice-cooling; 2.) CH₃CN, 50 min, room temperature

5: 58 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene; CD₃CN / 0.5 h / Ambient temperature

With rhodium(II) acetate; 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; chlorophosphoric acid diphenyl ester; 1,1'-carbonyldiimidazole; sodium iodide; In tetrahydrofuran; [D₃]acetonitrile; toluene; acetonitrile; benzene;
DOI:10.1248/cpb.33.4346

Reference yield:

: 91832-20-1,91878-14-7,109281-48-3,109281-49-4
p-methoxybenzyl (5R^*,6S^*)-2-(E)-(2-acetamidoethenyl)thio-6-(4-methyl-2-oxo-1,3-dioxolan-4-yl)carbapen-2-em-3-carboxylate

: 91832-22-3
p-methoxybenzyl 2-(E)-(2-acetamidoethenyl)thio-6-<(E)-1-(hydroxymethyl)ethylidene>carbapen-2-em-3-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; benzene; for 3h; Ambient temperature;
DOI:10.1248/cpb.33.4346