6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester

Base Information

• Chemical Name: 6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester
• CAS No.: 210166-61-3
• Molecular Formula: C₁₄H₁₅N₃O₃
• Molecular Weight: 273.291

Synonyms:6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester

Chemical Property of 6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester

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Technology Process of 6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester

There total 7 articles about 6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-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: 60.0%

ethyl 5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-carboxylate (6742-27-4) + Methanesulfonyl azide (624-90-8,1516-70-7) → 6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester (210166-61-3) + ethyl 1-{[(methylsulfonyl)amino]carbonyl}-1,2,3,4-tetrahydro-1-naphthalenecarboxylate + ethyl 5-(2-{[(methylsulfonyl)amino]carbonyl}phenyl)-2-pentenoate

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 15h;

DOI:10.1021/jo9901541

Reference yield: 56.0%

4-toluenesulfonyl azide (941-55-9) + ethyl 5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-carboxylate (6742-27-4) → 6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester (210166-61-3) + ethyl 2-diazo-5-[2-({[(4-methylphenyl)sulfonyl]amino}carbonyl)phenyl]pentanoate (210166-56-6) + ethyl 2-({[(4-methylphenyl)sulfonyl]amino}carbonyl)-1,2,3,4-tetrahydro-1-naphthalenecarboxylate

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/jo9901541

Reference yield: 51.0%

ethyl 5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-carboxylate (6742-27-4) → 6-Azido-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylic acid ethyl ester (210166-61-3) + ethyl 2-diazo-5-[2-({[(4-methylphenyl)sulfonyl]amino}carbonyl)phenyl]pentanoate (210166-56-6) + (Z)-5-[2-(Toluene-4-sulfonylaminocarbonyl)-phenyl]-pent-2-enoic acid ethyl ester + (E)-5-[2-(Toluene-4-sulfonylaminocarbonyl)-phenyl]-pent-2-enoic acid ethyl ester

Guidance literature:

With 4-toluenesulfonyl azide; triethylamine; In tetrahydrofuran; for 120h; Ambient temperature;

DOI:10.1021/jo980223w

upstream raw materials:

4-toluenesulfonyl azide

ethyl 5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-carboxylate

Methanesulfonyl azide

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