1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate

Base Information

• Chemical Name: 1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate
• CAS No.: 1356654-14-2
• Molecular Formula: C₂₀H₂₇NO₅
• Molecular Weight: 361.438
• Mol file: 1356654-14-2.mol

Synonyms:1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate

Chemical Property of 1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate

There total 3 articles about 1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate 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:

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (141642-82-2) → C20H29NO5 + 1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate (1356654-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; ammonium acetate / tetrachloromethane / 4 h / 75 °C / Irradiation

1.2: 20 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 2.5 h / Inert atmosphere; Reflux

3.1: palladium on activated charcoal; hydrogen / methanol / 3 h / 750.08 Torr

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; ammonium acetate; hydrogen; sodium carbonate; In methanol; tetrachloromethane; ethanol; water; toluene; 2.1: Suzuki coupling;

DOI:10.1016/j.tetlet.2011.11.129

Reference yield:

1-t-butyl 4-ethyl 6-bromo-5-oxo-2,3,4,5-tetrahydro-1H-azepine-1,4-dicarboxylate (1356654-16-4) → C20H29NO5 + 1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate (1356654-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 2.5 h / Inert atmosphere; Reflux

2: palladium on activated charcoal; hydrogen / methanol / 3 h / 750.08 Torr

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; hydrogen; sodium carbonate; In methanol; ethanol; water; toluene; 1: Suzuki coupling;

DOI:10.1016/j.tetlet.2011.11.129

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → C20H29NO5 + 1-t-butyl 4-ethyl 5-oxo-6-phenylazepane-1,4-dicarboxylate (1356654-14-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / diethyl ether / -25 - 0 °C

2.1: N-Bromosuccinimide; ammonium acetate / tetrachloromethane / 4 h / 75 °C / Irradiation

2.2: 20 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 2.5 h / Inert atmosphere; Reflux

4.1: palladium on activated charcoal; hydrogen / methanol / 3 h / 750.08 Torr

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; boron trifluoride diethyl etherate; ammonium acetate; hydrogen; sodium carbonate; In methanol; tetrachloromethane; diethyl ether; ethanol; water; toluene; 3.1: Suzuki coupling;

DOI:10.1016/j.tetlet.2011.11.129

upstream raw materials:

1-t-butyl 4-ethyl 6-bromo-5-oxo-2,3,4,5-tetrahydro-1H-azepine-1,4-dicarboxylate

N-tert-butyloxycarbonylpiperidin-4-one

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Downstream raw materials:

t-butyl 5-((dimethylamino)methylene)-4-oxo-3-phenylazepane-1-carboxylate

t-butyl 4-oxo-3-phenylazepane-1-carboxylate