2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester

Base Information

• Chemical Name: 2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester
• CAS No.: 1616480-45-5
• Molecular Formula: C₂₁H₁₉F₂NO₃
• Molecular Weight: 371.384
• Mol file: 1616480-45-5.mol

Synonyms:2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester

Chemical Property of 2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester

There total 11 articles about 2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl 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:

2,2-difluoro-3,6.7,8,9,10-hexahydro-2H-8-azacyclohepta[e]inden-1-one (1616480-21-7) + benzyl chloroformate (501-53-1,94274-21-2) → 2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester (1616480-45-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

7-(2-ethoxycarbonylacetyl)-1,2,4,5-tetrahydrobenzo[d]azepine-3-carboxylic acid ethyl ester (1616479-91-4) → 2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester (1616480-45-5)

Guidance literature:

Multi-step reaction with 7 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 18 h / 50 °C / 2585.81 Torr

2: N-iodo-succinimide; trifluoroacetic acid / chloroform / 16 h / 20 °C

3: sodium hydroxide / methanol / 16 h / 20 °C

4: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.17 h / 0 - 20 °C

5: hydrogen; 5%-palladium/activated carbon / ethanol / 16 h / 2585.81 Torr

6: trimethylsilyl iodide / chloroform / 4 h / 70 °C

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

With N-iodo-succinimide; oxalyl dichloride; trimethylsilyl iodide; 5%-palladium/activated carbon; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In methanol; ethanol; dichloromethane; chloroform;

Reference yield:

2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride (17379-01-0) → 2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester (1616480-45-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

2.1: aluminum (III) chloride / dichloromethane / 2 h

3.1: bromine; sodium hydroxide / 1,4-dioxane / 2 h / 0 °C

4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 20 °C / Inert atmosphere

4.2: 0 - 20 °C

5.1: palladium 10% on activated carbon; hydrogen / ethanol / 18 h / 50 °C / 2585.81 Torr

6.1: N-iodo-succinimide; trifluoroacetic acid / chloroform / 16 h / 20 °C

7.1: sodium hydroxide / methanol / 16 h / 20 °C

8.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.17 h / 0 - 20 °C

9.1: hydrogen; 5%-palladium/activated carbon / ethanol / 16 h / 2585.81 Torr

10.1: trimethylsilyl iodide / chloroform / 4 h / 70 °C

11.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

With aluminum (III) chloride; N-iodo-succinimide; oxalyl dichloride; trimethylsilyl iodide; 5%-palladium/activated carbon; palladium 10% on activated carbon; hydrogen; bromine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform;

upstream raw materials:

2-fluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

1,2,4,5-tetrahydrobenzo[d]azepine-3,7-dicarboxylic acid 3-ethyl ester

2,2-difluoro-3,6.7,8,9,10-hexahydro-2H-8-azacyclohepta[e]inden-1-one

Downstream raw materials:

2,2-difluoro-1-hydroxy-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester

2,2-difluoro-1-methoxy-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid benzyl ester