ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate

Base Information

• Chemical Name: ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate
• CAS No.: 72344-35-5
• Molecular Formula: C₁₉H₁₇ClN₂O₆
• Molecular Weight: 404.807

Synonyms:

Chemical Property of ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate

There total 6 articles about ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-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: 31.0%

3,11-bis--3,11-diazatricyclo<5.3.1.12,6>dodeca-4,8-diene-10,12-dione (74780-52-2) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-endo-carboxylate (72344-35-5,72344-36-6,74807-50-4,74841-51-3) + ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate (72344-35-5,72344-36-6,74807-50-4,74841-51-3)

Guidance literature:

With hydroquinone; In acetonitrile; at 80 - 90 ℃; for 72h;

DOI:10.1039/P19800000362

Reference yield: 31.0%

3,11-bis--3,11-diazatricyclo<5.3.1.12,6>dodeca-4,8-diene-10,12-dione (74780-52-2) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-endo-carboxylate (72344-35-5,72344-36-6,74807-50-4,74841-51-3) + ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate (72344-35-5,72344-36-6,74807-50-4,74841-51-3)

Guidance literature:

With hydroquinone; In acetonitrile; at 80 - 90 ℃; for 72h;

DOI:10.1039/P19800000362

Reference yield:

trans-1-(2-chloro-5-nitrophenyl)-3-chloroprop-2-en-1-one (74780-46-4) → ethyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-endo-carboxylate (72344-35-5,72344-36-6,74807-50-4,74841-51-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / tetrahydrofuran / 3 h / 20 °C

2: 87 percent / triethylamine / acetonitrile / 0.17 h

3: 39 percent / hydroquinone / acetonitrile / 72 h / 80 - 90 °C

With triethylamine; hydroquinone; In tetrahydrofuran; acetonitrile;

DOI:10.1039/P19800000362

upstream raw materials:

3,11-bis--3,11-diazatricyclo<5.3.1.1^2,6>dodeca-4,8-diene-10,12-dione

ethyl acrylate

trans-1-(2-chloro-5-nitrophenyl)-3-chloroprop-2-en-1-one

1--3-hydroxypyridinium chloride

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