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

Base Information

• Chemical Name: methyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate
• CAS No.: 74780-58-8
• Molecular Formula: C₁₈H₁₆ClNO₄
• Molecular Weight: 345.782

Synonyms:

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

Chemical Property:

Purity/Quality:

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

There total 8 articles about methyl 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: 21.7%

1--3-oxidopyridinium (74780-48-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-endo-carboxylate (74780-58-8,74780-59-9) + methyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate (74780-58-8,74780-59-9)

Guidance literature:

With hydroquinone; at 50 - 60 ℃; for 24h;

DOI:10.1039/P19800000362

Reference yield: 21.7%

1--3-oxidopyridinium (74780-48-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-endo-carboxylate (74780-58-8,74780-59-9) + methyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-exo-carboxylate (74780-58-8,74780-59-9)

Guidance literature:

With hydroquinone; at 50 - 60 ℃; for 24h;

DOI:10.1039/P19800000362

Reference yield:

3-HYDROXYPYRIDINE (109-00-2) → methyl 8--2-oxo-8-azabicyclo<3.2.1>oct-3-ene-6-endo-carboxylate (74780-58-8,74780-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95.7 percent / tetrahydrofuran / 3 h / 20 °C

2: 94 percent / NEt₃ / acetonitrile

3: 14.4 percent / hydroquinone / 24 h / 50 - 60 °C

With triethylamine; hydroquinone; In tetrahydrofuran; acetonitrile;

DOI:10.1039/P19800000362

upstream raw materials:

1--3-oxidopyridinium

acrylic acid methyl ester

3-HYDROXYPYRIDINE

trans-1-(4-chlorophenyl)-3-chloroprop-2-en-1-one

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