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

Base Information

Chemical Name:1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethyl]thio]-6-(1-hydroxy-1-methylethyl)-7-oxo-, (4-nitrophenyl)methyl ester, cis-
CAS No.:90580-95-3
Molecular Formula:C₂₁H₂₅N₃O₇S
Molecular Weight:463.511
Hs Code.:

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

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

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

There total 5 articles about 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[2-(acetylamino)ethyl]thio]-6-(1-hydroxy-1-methylethyl)-7-oxo-, (4-nitrophenyl)methyl ester, cis- 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: 43.7%

: 1190-73-4
2-(acetylamino)ethanethiol

: 90305-08-1,92531-08-3
(5R,6R)-3-(Diphenoxy-phosphoryloxy)-6-(1-hydroxy-1-methyl-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

: 86191-14-2,86477-41-0,87728-17-4,90580-95-3,91548-53-7,109009-84-9
p-nitrobenzyl 5,6-cis-3-(2-acetylamidoethylthio)-6-(1-hydroxy-1-methylethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃; for 6h;

Reference yield:

: 86191-10-8,87276-65-1
p-nitrobenzyl cis-4-<3-<1-(2-methoxyethoxymethoxy)-1-methylethyl>-4-oxoazetidin-2-yl>-3-oxobutanoate

: 86191-14-2,86477-41-0,87728-17-4,90580-95-3,91548-53-7,109009-84-9
p-nitrobenzyl 5,6-cis-3-(2-acetylamidoethylthio)-6-(1-hydroxy-1-methylethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 88.3 percent / toluene-p-sulphonyl azide, triethylamine / acetonitrile / 0.5 h / Ambient temperature

2: 81.7 percent / titanium tetrachloride / CH₂Cl₂ / 1 h / 0 °C

3: rhodium(II) diacetate / benzene / 0.75 h / 78 °C

4: di-ispropylethylamine / acetonitrile / 1.5 h / 0 °C

5: 43.7 percent / di-isopropylethylamine / acetonitrile / 6 h / 0 °C

With rhodium(II) acetate; 4-toluenesulfonyl azide; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; benzene;

Reference yield:

: p-nitrobenzyl cis-2-diazo-4-<3-<1-(2-methoxyethoxymethoxy)-1-methylethyl>-4-oxoazetidin-2-yl>-3-oxobutanoate

: 86191-14-2,86477-41-0,87728-17-4,90580-95-3,91548-53-7,109009-84-9
p-nitrobenzyl 5,6-cis-3-(2-acetylamidoethylthio)-6-(1-hydroxy-1-methylethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 81.7 percent / titanium tetrachloride / CH₂Cl₂ / 1 h / 0 °C

2: rhodium(II) diacetate / benzene / 0.75 h / 78 °C

3: di-ispropylethylamine / acetonitrile / 1.5 h / 0 °C

4: 43.7 percent / di-isopropylethylamine / acetonitrile / 6 h / 0 °C

With rhodium(II) acetate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; benzene;