6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester

Base Information

Chemical Name:6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester
CAS No.:214536-15-9
Molecular Formula:C₁₆H₁₈N₂O₃
Molecular Weight:286.331
Hs Code.:

Synonyms:6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester

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Chemical Property of 6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester

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Technology Process of 6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester

There total 8 articles about 6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester 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: 35.0%

: 214536-13-7
[2-Methyl-4-oxo-2-(3-oxo-propyl)-3-phenyl-[1,3]diazetidin-1-yl]-acetic acid ethyl ester

: 214536-15-9
6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.75h;
DOI:10.1039/a802438c

Reference yield:

: 86625-62-9
1-phenyl-3-acetyl-4-formyl-4-methyl-1,3-diazetidin-2-one

: 214536-15-9
6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / benzene / 1 h / Ambient temperature

2: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h / Ambient temperature

3: 68 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

4: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 0 °C

5: 98 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) 0 deg C to r.t., 2 h

6: 82 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

7: 76 percent / PCC / CH₂Cl₂ / 2 h / 0 - 20 °C

8: 35 percent / NaH / tetrahydrofuran / 0.75 h / 0 °C

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; benzene;
DOI:10.1039/a802438c

Reference yield:

: 172536-39-9
(E)-3-(1-Acetyl-2-methyl-4-oxo-3-phenyl-[1,3]diazetidin-2-yl)-acrylic acid ethyl ester

: 214536-15-9
6-Methyl-8-oxo-7-phenyl-1,7-diaza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h / Ambient temperature

2: 68 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

3: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 0 °C

4: 98 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) 0 deg C to r.t., 2 h

5: 82 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

6: 76 percent / PCC / CH₂Cl₂ / 2 h / 0 - 20 °C

7: 35 percent / NaH / tetrahydrofuran / 0.75 h / 0 °C

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1039/a802438c