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

Base Information

Chemical Name:1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo-, (4-methoxyphenyl)methyl ester, (E)-
CAS No.:91832-23-4
Molecular Formula:C₂₂H₂₆N₂O₆S
Molecular Weight:446.524
Hs Code.:

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

Synonyms:

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

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

There total 9 articles about 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethyl]thio]-6-(2-hydroxy-1-methylethylidene)-7-oxo-, (4-methoxyphenyl)methyl ester, (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:

: malonic acid mono-p-methoxybenzyl ester monomagnesium salt

: 91832-23-4
p-methoxybenzyl 2-(2-acetamidoethenyl)thio-6-<(E)-1-(hydroxymethyl)ethylidene>carbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 4 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

With rhodium(II) acetate; 4-toluenesulfonyl azide; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; acetonitrile; benzene;
DOI:10.1248/cpb.33.4346

Reference yield:

: 91832-16-5,91878-10-3,109281-15-4,109281-16-5
(3S^*,4R^*)-3-(4-methyl-2-oxo-1,3-dioxolan-4-yl)-4-carboxymethyl-2-azetidinone

: 91832-23-4
p-methoxybenzyl 2-(2-acetamidoethenyl)thio-6-<(E)-1-(hydroxymethyl)ethylidene>carbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 4 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

With rhodium(II) acetate; 4-toluenesulfonyl azide; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; acetonitrile; benzene;
DOI:10.1248/cpb.33.4346

Reference yield:

: 91832-16-5,91878-10-3,109281-15-4,109281-16-5
(3S^*,4R^*)-3-(4-methyl-2-oxo-1,3-dioxolan-4-yl)-4-carboxymethyl-2-azetidinone

: 91832-23-4
p-methoxybenzyl 2-(2-acetamidoethenyl)thio-6-<(E)-1-(hydroxymethyl)ethylidene>carbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / N,N'-carbonyldiimidazol / tetrahydrofuran / 5 h / Ambient temperature

2: 89 percent / triethylamine, p-toluenesulfonyl azide / acetonitrile / 0.5 h

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

With rhodium(II) acetate; 4-toluenesulfonyl azide; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; acetonitrile; benzene;
DOI:10.1248/cpb.33.4346