4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester

Base Information

• Chemical Name: 4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester
• CAS No.: 916585-79-0
• Molecular Formula: C₃₆H₄₀N₂O₅
• Molecular Weight: 580.724
• Mol file: 916585-79-0.mol

Synonyms:4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester

Chemical Property of 4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester

There total 1 articles about 4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric 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: 63.0%

(2S)-5-(benzyloxy)-2-(dibenzylamino)-5-oxopentanoic acid + 3,5-dimethoxyphenethylamine (3213-28-3) → 4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester (916585-79-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1246/cl.2006.1008

Reference yield: 53.0%

4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester (916585-79-0) → 3-dibenzylamino-1-[2-(3,5-dimethoxy-phenyl)-ethyl]-piperidine-2,6-dione (916585-80-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.1246/cl.2006.1008

Reference yield:

4-dibenzylamino-4-[2-(3,5-dimethoxy-phenyl)-ethylcarbamoyl]-butyric acid benzyl ester (916585-79-0) → 3-dibenzylamino-9,11-dimethoxy-1,2,3,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-4-one

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / LAH / tetrahydrofuran / 0.75 h / 0 °C

2: 75 percent / DIBALH / toluene; tetrahydrofuran / 1 h / -78 °C

3: TMSOTf / CH₂Cl₂ / 0 °C

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1246/cl.2006.1008

upstream raw materials:

3,5-dimethoxyphenethylamine

Downstream raw materials:

3-dibenzylamino-1-[2-(3,5-dimethoxy-phenyl)-ethyl]-piperidine-2,6-dione

3-dibenzylamino-1-[2-(3,5-dimethoxy-phenyl)-ethyl]-6-hydroxy-piperidin-2-one